CN103524317A - Synthesis method of pseudoionone - Google Patents
Synthesis method of pseudoionone Download PDFInfo
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- CN103524317A CN103524317A CN201310433879.4A CN201310433879A CN103524317A CN 103524317 A CN103524317 A CN 103524317A CN 201310433879 A CN201310433879 A CN 201310433879A CN 103524317 A CN103524317 A CN 103524317A
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- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
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Abstract
The invention discloses a synthesis method of pseudoionone. The synthesis method comprises the following steps: carrying out condensation reaction on acetone and geranialdehyde under the conditions that the temperature is 230-300 DEG C and the pressure is 5-25 MPa; separating to obtain the pseudoionone after completely reacting. By adopting the synthesis method, no basic catalyst is introduced; purification of the product is facilitated; the synthesis method has the advantages of being high in product purity (greater than or equal to 98.5%), high in yield (up to 93.8%), few in by-products (1.0-8%), simple in processing steps, green, energy-saving, environment-friendly and the like; the dosage of acetone for reaction is greatly reduced.
Description
Technical field
The present invention relates to the synthetic method of chemical intermediate, be specifically related to a kind of synthetic method of pseudo ionone.
Background technology
In recent years, supercritical fluid technology is widely used in chemical industry, it is found that the chemical reaction carrying out in supercutical fluid, keeping or improving optionally simultaneously, can also improve speed of reaction, changes reaction mechanism.Pseudo ionone is the important intermediate of essence and flavoring agent, vitamin A, E and the β-carotenes such as synthetic jononeionone, in US Patent No. 5453546 and German patent DE 19619557, have detailed narration, in essence and flavoring agent, medicine, foodstuff additive and synthetic chemistry, purposes is also very extensive.The synthesis route of pseudo ionone mainly contains two: the first synthesis route is also that the most frequently used industrial route is with citral and acetone, to carry out Aldol condensation in the presence of alkaline catalysts to generate pseudo ionone.Select sodium hydroxide catalyst, can obtain the product of 75% yield.Along with the development of phase transfer catalytic technology, after sodium hydroxide catalyst is optimized, yield is the highest can reach 82%.The alkaline catalysts developing is afterwards as Ba (OH)
2saturated aqueous solution, Na
2o
2, sodium silk; Alcoholic solution sodium ethylate/ethanol, sodium hydroxide/ethyl alcohol, potassium hydroxide/methyl alcohol; KF/Al
2o
3, lithium hydroxide etc., yield can be brought up to 86% left and right.Its shortcoming: basic catalyst is harsh to the requirement of conversion unit under high-temperature and high-pressure conditions, has potential safety hazard, should not be applied in large production.The second synthetic route is directly with dehydrolinalool, to react to obtain etheric acid dehydrolinalool ester with methyl aceto acetate, ketene dimer or pseudoallyl ether, then resets through claisen, makes thus pseudo ionone.The excess raw material that this route relates to and product separation problem, side reaction is many, and yield is lower, and economic benefit is not remarkable.
The synthetic method of multiple pseudo ionone has been reported in Patents invention both at home and abroad, for example: patent US7141698 mentions with sodium hydroxide and makees catalyzer, citral inlet amount 386kg/h, 3800kg/h95% acetone (5%) sodium hydroxide compound, in 112 ℃ of 160L reactors, react, in aftertreatment, to add acetic acid and neutralize, cause great difficulty to the recycling of acetone, final citral transformation efficiency 93%.In High Temperature High Pressure, and in anhydrous response system, sodium hydroxide is very harsh to equipment requirements, and " caustic embrittlement " phenomenon easily occurs, and causes great potential safety hazard; Acetone consumption is 10 times above (mass ratioes) of citral, reclaims energy consumption quite large; Aftertreatment is extremely loaded down with trivial details, must first use in acetic acid and alkalescence, the more separated acetate producing, then goes out product through rectifying separation.
Patent US4874900 has reported the synthetic method of another pseudo ionone, and preparation method and US7141698 are similar, and catalysts is used lithium hydroxide, and to the equally easy generation of conversion unit " caustic embrittlement ", yield is relatively also low, there is no economic benefit.
The synthetic method of the pseudo ionone of patent DE-A3319430 report, uses mixed metal catalyst, 280 ℃ of temperature of reaction, and this synthetic method is for post-reaction treatment difficult, and productive rate is very low.
The synthetic method of the pseudo ionone of patent PL147748 report, adopts acetone and citral under the katalysis of alkali ion resin, and 56 ℃ are reacted 5 hours, can obtain the finished product, but yield are quite low, and without economic benefit, feasibility is explored.
Summary of the invention
The invention provides a kind of synthetic method of pseudo ionone, this synthetic method has been avoided the use of solvent and basic catalyst, has greatly reduced the discharge of pollutent, and the yield of reaction is high.
A synthetic method for pseudo ionone, comprising: under 230～300 ℃, the condition of 5～25MPa, acetone and citral generation condensation reaction, be isolated to described pseudo ionone after reacting completely.
In the present invention, overcritical acetone (critical temperature is 235.1 ℃, and emergent pressure is 4.7MPa), both as reaction solvent, participates in and the reaction of citral under on-catalytic condition as reactant again, finally obtains highly purified pseudo ionone.Under overcritical acetone condition, the intermiscibility of acetone and citral increases greatly, has reduced resistance to mass transfer, and speed of reaction improves greatly; Can also reduce in a large number the charging capacity of acetone; Solvent and the catalyzer of not introducing other, can reduce the discharge of pollutent, almost accomplishes zero release, meets green chemical industry theory.Reaction formula is as follows:
In this reaction, acetone as solvent also as reactant, the acetone under super critical condition is catalyzer equally, the keto-enol change of acetone has increased the acidity of its α-hydrogen, is shown below:
Under low pressure, acetone just has the acidity stronger than water, this means when temperature is greater than critical temperature, and larger variation can occur the acidity of acetone.Be very beneficial for reacting of acetone and citral.But when being greater than certain temperature, can form more by product, yield declines on the contrary.As preferably, the temperature of described condensation reaction is 250～270 ℃.
Reaction pressure also has larger impact to reaction yield, and the super critical condition that maintains solvent also needs certain pressure.Improve reaction pressure, although there is the generation of a small amount of by product, also improved the transformation efficiency of citral simultaneously, as preferably, the pressure of described condensation reaction is 18～21MPa, and transformation efficiency is up to 100%, and yield can reach 93.8%.
In the present invention, the consumption of acetone is excessive, as long as guarantee that acetone is excessive, little on reaction impact, and as preferably, the quality of described acetone is 1.0～2.0 times of described citral.
In the present invention, the device of the employing of described synthetic method comprises:
High-pressure reactor;
The citral feeding pipe being connected with the entrance of high-pressure reactor respectively and acetone feed pipeline;
And the vaporizer being connected with the outlet of high-pressure reactor and the product collecting device that is connected with evaporator outlet;
Described citral feeding pipe comprises citral fresh feed pump, citral force (forcing) pump and the citral flow control pump being communicated with successively;
Described acetone feed pipeline comprises acetone feed pump, acetone force (forcing) pump and the acetone flow control pump being communicated with successively.
Described acetone enters high-pressure reactor through acetone feed pump, acetone force (forcing) pump and acetone flow control pump successively continuously, described citral enters described high-pressure reactor through citral fresh feed pump, citral force (forcing) pump and citral flow control pump successively continuously, described acetone and described citral carry out described condensation reaction in described high-pressure reactor, the reaction solution obtaining enters vaporizer and carries out separation, obtains described pseudo ionone.Now, after having reacted, directly the reaction solution of High Temperature High Pressure passes in vaporizer, and flash distillation, isolates excessive acetone, greatly saves and reclaims acetone energy, simplifies postprocessing working procedures.
As preferably, the feeding rate of described citral is 90～110g/min.
Under overcritical acetone condition, the intermiscibility of acetone and citral increases greatly, reduced resistance to mass transfer, speed of reaction improves greatly, as preferably, described acetone and the citral residence time in described high-pressure reactor is 0.5～20 minute, now to reacting best, the long residence time can increase the formation of by product, reduces yield.
As most preferably, the pressure of described condensation reaction is 21MPa, and temperature is 270 ℃, and the residence time of described citral in described high-pressure reactor is 10 minutes, and now, the yield of reaction is up to 93.8%.
Compared with the existing technology, beneficial effect of the present invention is embodied in:
(1) adopt super critical condition to react, avoided the use of basic catalyst and solvent, reduced the corrosion to equipment, simultaneously more friendly to environment;
(2) adopt super critical condition to react, improved the yield of product, reduced cost.
Accompanying drawing explanation
The setting drawing of Fig. 1 synthetic method for pseudo ionone of the present invention, in figure, 1: acetone feed pump (acetone delivery pump); 2: citral fresh feed pump (citral delivery pump); 3, acetone force (forcing) pump (acetone supercharge pump); 4, acetone flow control pump (acetone flow control pump); 5, citral force (forcing) pump (citral supercharge pump); 6, citral flow control pump (citral flow control pump); 7, high-pressure reactor (high-pressure reactor); 8, vaporizer (flash tank).
Embodiment
From setting drawing as shown in Figure 1, for the setting drawing of the synthetic method of pseudo ionone, comprise: high-pressure reactor 7, the citral feeding pipe being connected with the entrance of high-pressure reactor 7 respectively and acetone feed pipeline and the vaporizer 8 being connected with the outlet of high-pressure reactor and the product collecting device (figure omits) being connected with vaporizer 8 outlets.
Described citral feeding pipe comprises citral fresh feed pump 2, citral force (forcing) pump 5 and the citral flow control pump 6 being communicated with successively; Described acetone feed pipeline comprises acetone feed pump 1, acetone force (forcing) pump 3 and the acetone flow control pump 4 being communicated with successively.
Use said apparatus, optimum reaction condition acetone: citral=0.5～2.0(mass ratio), the best is 1.0～2.0 times (mass ratioes), by acetone and citral after pressurization, be metered in high-pressure reactor, pressure-controlling is at 5～25MPa again, and the best is 18～21MPa; Reaction under high pressure actuator temperature is controlled at 230 ℃～300 ℃, the best is 250 ℃～270 ℃, in high-pressure reactor, the residence time is 0.5～20 minute, most optimal retention time is 5～15 minutes, after having reacted, reaction mass enters vaporizer, isolates raw material, obtain the product of higher concentration, through simple rectifying, obtain more than 98.5% pseudo ionone.
Below in conjunction with specific embodiment, the present invention will be further described:
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 230 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 230 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 75.6%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 2770.24g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 73.1%.
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 240 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 240 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 97.2%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3505.44g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.5%.
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 250 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 250 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 98.1%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3516.8g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.8%.
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 260 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 260 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 98.5%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3535.76g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 93.3%.
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 270 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 100%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3554.70g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 93.8%.
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 280 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 280 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 100%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3467.54g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 91.5%.
Embodiment 7
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 290 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 290 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 100%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3418.27g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 90.2%.
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 300 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 300 ℃ of 21MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 100%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3346.27g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 88.3%.
Embodiment 9
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 5MPa and enters in the reactor that pressure is 270 ℃ of 5MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 93.4%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3452.38g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 91.1%.
Embodiment 10
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 10MPa and enters in the reactor that pressure is 270 ℃ of 10MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 95.1%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3486.49g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.0%.
Embodiment 11
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 15MPa and enters in the reactor that pressure is 270 ℃ of 15MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 96.3%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3497.86g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.3%.
Embodiment 12
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 18MPa and enters in the reactor that pressure is 270 ℃ of 18MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 99.2%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3520.59g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.9%.
Embodiment 13
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 25MPa and enters in the reactor that pressure is 270 ℃ of 25MPa, temperature, and controlling the residence time is 10 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 100%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3513.01g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.7%.
Embodiment 14
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 270 ℃ of 21MPa, temperature, and controlling the residence time is 0.5 minute.Online GC analyzes, and obtaining citral transformation efficiency is 91.5%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3429.64g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 90.5%.
Embodiment 15
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 270 ℃ of 21MPa, temperature, and controlling the residence time is 2.5 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 94.7%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3475.12g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 91.7%.
Embodiment 16
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 21MPa and enters in the reactor that pressure is 270 ℃ of 21MPa, temperature, and controlling the residence time is 5 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 98.9%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3509.23g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 92.6%.
Embodiment 17
Press the device described in Fig. 1, acetone feed amount is 100g/min, and citral inlet amount is 100g/min, respectively through pre-heating temperature elevation to 270 ℃, is pressurized to 21MPa, enters pressure and is in the reactor of 270 ℃ of 21MPa, temperature, and controlling the residence time is 20 minutes.Online GC analyzes, and obtaining citral transformation efficiency is 100%, and reaction solution, through acetone and the product pseudo ionone of vaporizer excessive separation, intercepts load half an hour.The treated high purity product 3482.70g that obtains, analyzes through GC, and retention time and standard substance are in full accord, and GC purity is more than 94%, and yield is 91.9%.
According to the result of embodiment 1～17, obtained respectively table 1, table 2 and table 3, investigated the impact on reaction result of reaction pressure, temperature of reaction and reaction times.
The impact of table 1 temperature of reaction on reaction result
a
| Embodiment | Temperature (℃) | Transformation efficiency (%) | Yield (%) | By product (%) |
| 1 | 230 | 75.6 | 73.1 | 2.5 |
| 2 | 240 | 97.2 | 92.5 | 4.7 |
| 3 | 250 | 98.1 | 92.8 | 5.3 |
| 4 | 260 | 98.5 | 93.3 | 5.2 |
| 5 | 270 | 100 | 93.8 | 5.6 |
| 6 | 280 | 100 | 91.5 | 6.9 |
| 7 | 290 | 100 | 90.2 | 7.3 |
| 8 | 300 | 100 | 88.3 | 8.5 |
athe about 10min of residence time of material, pressure 21MPa.
The impact of table 2 reaction pressure on reaction result
b
| Embodiment | Pressure (MPa) | Transformation efficiency (%) | Yield (%) | By product (%) |
| 9 | 5 | 93.4 | 91.1 | 2.3 |
| 10 | 10 | 95.1 | 92.0 | 3.1 |
| 11 | 15 | 96.3 | 92.3 | 4.0 |
| 12 | 18 | 99.2 | 92.9 | 6.3 |
| 5 | 21 | 100 | 93.8 | 5.6 |
| 14 | 25 | 100 | 92.7 | 7.1 |
[0074] bthe about 10min of residence time of material, temperature of reaction is 270 ℃.
The impact of table 3 reaction pressure on reaction result
c
ctemperature of reaction is 270 ℃, and reaction pressure is 21MPa.
Claims (8)
1. a synthetic method for pseudo ionone, is characterized in that, comprising: under 230～300 ℃, the condition of 5～25MPa, acetone and citral generation condensation reaction, be isolated to described pseudo ionone after reacting completely.
2. the synthetic method of pseudo ionone according to claim 1, is characterized in that, the temperature of described condensation reaction is 250～270 ℃.
3. the synthetic method of pseudo ionone according to claim 1, is characterized in that, the pressure of described condensation reaction is 18～21MPa.
4. the synthetic method of pseudo ionone according to claim 1, is characterized in that, the quality of described acetone is 1.0～2.0 times of described citral.
5. according to the synthetic method of the pseudo ionone described in claim 1～4 any one, it is characterized in that, described acetone passes through acetone feed pump successively continuously, acetone force (forcing) pump and acetone flow control pump enter high-pressure reactor, described citral passes through citral fresh feed pump successively continuously, citral force (forcing) pump and citral flow control pump enter described high-pressure reactor, described acetone and described citral carry out described condensation reaction in described high-pressure reactor, the reaction solution obtaining enters vaporizer and carries out separation, obtain described pseudo ionone.
6. the synthetic method of pseudo ionone according to claim 5, is characterized in that, the feeding rate of described citral is 90～110g/min.
7. the synthetic method of pseudo ionone according to claim 6, is characterized in that, described acetone and the citral residence time in described high-pressure reactor is 0.5～20 minute.
8. the synthetic method of pseudo ionone according to claim 5, is characterized in that, the pressure of described condensation reaction is 21MPa, and temperature is 270 ℃, and the residence time of described citral in described high-pressure reactor is 10 minutes.
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Cited By (4)
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| CN108017525A (en) * | 2017-11-30 | 2018-05-11 | 山东新和成药业有限公司 | A kind of synthetic method of α-daphnone |
| CN109096073A (en) * | 2018-07-16 | 2018-12-28 | 南京雪郎化工科技有限公司 | A kind of preparation method of pseudo ionone |
| CN110002981A (en) * | 2019-04-19 | 2019-07-12 | 万华化学集团股份有限公司 | A method of preparing pseudo ionone |
| CN116425616A (en) * | 2023-03-20 | 2023-07-14 | 万华化学集团股份有限公司 | Preparation method of pseudo-methyl ionone |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108017525A (en) * | 2017-11-30 | 2018-05-11 | 山东新和成药业有限公司 | A kind of synthetic method of α-daphnone |
| CN108017525B (en) * | 2017-11-30 | 2020-12-01 | 山东新和成药业有限公司 | Synthesis method of alpha-iso-methyl ionone |
| CN109096073A (en) * | 2018-07-16 | 2018-12-28 | 南京雪郎化工科技有限公司 | A kind of preparation method of pseudo ionone |
| CN110002981A (en) * | 2019-04-19 | 2019-07-12 | 万华化学集团股份有限公司 | A method of preparing pseudo ionone |
| CN110002981B (en) * | 2019-04-19 | 2022-01-07 | 万华化学集团股份有限公司 | Method for preparing pseudo ionone |
| CN116425616A (en) * | 2023-03-20 | 2023-07-14 | 万华化学集团股份有限公司 | Preparation method of pseudo-methyl ionone |
| CN116425616B (en) * | 2023-03-20 | 2024-05-03 | 万华化学集团股份有限公司 | Preparation method of pseudo-methyl ionone |
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