CN108191652A - A kind of green synthesis process of rosalin - Google Patents
A kind of green synthesis process of rosalin Download PDFInfo
- Publication number
- CN108191652A CN108191652A CN201810110407.8A CN201810110407A CN108191652A CN 108191652 A CN108191652 A CN 108191652A CN 201810110407 A CN201810110407 A CN 201810110407A CN 108191652 A CN108191652 A CN 108191652A
- Authority
- CN
- China
- Prior art keywords
- rosalin
- catalyst
- synthesis process
- added
- solid super
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
- B01J23/04—Alkali metals
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/03—Precipitation; Co-precipitation
- B01J37/031—Precipitation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/08—Heat treatment
- B01J37/082—Decomposition and pyrolysis
- B01J37/088—Decomposition of a metal salt
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/64—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by simultaneous introduction of -OH groups and halogens
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of green synthesis process of rosalin, when prepared by trichloromethyl benzylalcohol using solid super base as catalyst, the generation of alkali waste water is not only avoided to detach convenient for product, also improve the conversion ratio of benzaldehyde, reduce the ratio of by-product benzoic acid, the yield of product is substantially increased, reaches as high as more than 95%.
Description
Technical field
The present invention relates to organic chemical industries to synthesize field, and in particular to a kind of green synthesis process of rosalin.
Background technology
Rosalin is a kind of ester perfume, with lasting rose fragrance, a little green bitter breaths of band in sweet tea, also powder perfume,
Cream fragrance ceases.Blender is done in daily chemical essence formula, there is splendid fixation effect.It is widely used in the rose of allotment multiple use
With the flavor essences such as spiceleaf, soap with, detergent use, cold cream with and powder essence.
Rosalin Chinese acetic acid trichloromethyl benzene methyl, acetic acid trichloromethyl benzyl ester, α-trichloromethyl benzyl alcohol
Acetic acid esters, benzenyl trichloride methanol acetic acid ester or rosephenone etc., molecular formula C10H9Cl3O2, molecular weight
267.55, CAS accession number [90-17-5], English name α-(trichloromethyl) benzylacetate.White is to micro-
Yellow crystalline solid, 86 DEG C~88 DEG C of fusing point, 280 DEG C~282 DEG C of boiling point, relative density 1.061~1.069.Almost it is dissolved in institute
There is oily fragrance, 1 gram of rosalin is dissolved in 25ml95% ethyl alcohol, paraffin oil and propylene glycol is slightly soluble in, insoluble in G ＆ W.
The synthetic method of rosalin is divided into two steps, synthesizes trichloromethyl benzylalcohol first, and acetyl then occurs with acetic anhydride
Change reaction and be made.At present, the synthesis of trichloromethyl benzylalcohol is made using benzaldehyde and chloroform as raw material under base catalysis.But in reality
In the production of border, since side reaction product benzoic acid is tall and big by 27%, lead to the low yield of product trichloromethyl benzylalcohol, usually 42%
Left and right.If reaction carries out in a large amount of n,N-Dimethylformamide solution, yield can control benzene well up to more than 80%
The disproportionated reaction of formaldehyde occurs, but this method has used the n,N-Dimethylformamide solvent of a large amount of costlinesses, and recycling is more difficult, into
This height.
Hainan Teachers College Song is small to be put down on original Process ba- sis, without using DMF solvent, passes through homemade benzyl triethyl ammonium
Ammonium chloride (TEBA) phase transfer catalysis (PTC), the yield of first step alcohol simplify operating process up to 80%.
Department of chemistry of Xiamen University Liao Lian peaces etc. are with benzaldehyde and chloroform room in the presence of FAP (KF/Al2O3/PEG4000)
Temperature reaction generation trichloromethyl benzylalcohol, without isolation directly with aceticanhydride in room temperature in catalyst DMAP (4- dimethylamino pyridines)
In the presence of it is acylated, obtain the rosalin of 85% yield.Reacting balance, mild condition, operation and post processing are easy, product yield and
Purity is high.
Applied chemistry system of Huaqiao University Wang Guang forces etc. are set forth in synthesis rosephenone and its primary raw material three
In chloromethyl benzylalcohol, using the basic principle and method of phase transfer catalysis (PTC).Investigate reaction time, raw material proportioning and catalyst amount
Influence to rosephenone.In reaction time 5h, the mol ratio of raw material trichloromethyl benzylalcohol and acetic anhydride is
1：1.2, when acetic anhydride sodium catalyst and phase transfer catalyst (PTC) they are trichloromethyl benzylalcohol molal quantity 10%, trichloromethyl
Benzylalcohol acetic acid esters yield 76%~80%.
The synthetic route of current rosalin there are feed stock conversion is low, side reaction is difficult to control, waste water yield compared with
The problems such as high, so research feed stock conversion is high, the technique of the high rosalin of selectivity of product has great importance.
Invention content
To solve the above problems, the present invention provides a kind of green synthesis process of rosalin, include the following steps：
(1) by benzaldehyde and chloroform with 1:1.1~2.0 molar ratio is added in reaction kettle, it is sufficiently mixed uniformly, then
Solid super base is added in as catalyst, condensation reaction is carried out at 200~250 DEG C, crosses and filters out while hot after condensation reaction
Solid super basic catalyst is removed, unreacted benzaldehyde and chloroform are distilled to recover, obtains trichloromethyl benzylalcohol.
(2) added in into reactor trichloromethyl benzylalcohol, acetic anhydride and solid super acid catalyst carry out esterification 3~
5 hours, material was delivered in crystallization kettle, after being cooled to 50 DEG C by the condensed recycling of acetic acid generated in reaction after reaction
Ethyl alcohol is added to be recrystallized, most obtains rosalin finished product after centrifuge, drying afterwards, centrifuge mother liquor is delivered to rectifying still
Ethyl alcohol is recycled with rectifying.
In step 1), the solid super basic catalyst aoxidizes magnalium solid super basic catalyst for sodium or potassium doping,
Dosage is 0.1%~1% (mol) of benzaldehyde.
Preparation method is as follows：By magnesium nitrate, aluminum nitrate with solution is made in addition water and ethyl alcohol, added in into solution
KOH or NaOH adjusts pH value between 10~12, and 12~72h of reflux digestion is centrifuged, and sediment is dried through washing
At night, in a nitrogen atmosphere, it is 1 that sediment is put into 800 DEG C of 1~5h of high-temperature roasting in Muffle furnace to get the amount content of K or Na
~10% solid super basic catalyst.
In the preparation method of the solid super basic catalyst, the magnesium nitrate, aluminum nitrate molar ratio be 2:1~5:1.
In the preparation method of the solid super basic catalyst, the KOH or NaOH that are added in into the solution are
The KOH solution of 1mol/L or the NaOH solution of 1mol/L.
In the preparation method of the solid super basic catalyst, the reflux digestion time of the solution is 20~60h.
Solid super base refers to the alkaline matter of base strength (breathing out number of not writing) more than 26, is also believed to intensity than neutral
Substance is higher by the alkaline matter of 19 units.It is currently reported to be found that H->37 solid super basic catalyst.Solid surpasses
Highly basic shows excellent performance as catalyst in a variety of reactions：(1) catalytic activity is high, and reaction condition is mild；(2) it selects
Selecting property is high, and product purity is high, is easily detached with product, simple for process；(3) catalyst is reusable, can also be used continuously；
(4) small to consersion unit corrosivity, post processing is simple.In addition, solid super basic catalyst in various organic reactions unlike solid
Body strongly acidic catalyst easy in inactivation due to coking.
Common alkali solid catalyst mainly has alkaline earth oxide and hydroxide, alkali metal oxide, load
Type alkali metal and alkali metal oxide etc..Although they have high activity, its active component meets water and is easy to run off and inactivates, this is
This kind of catalyst is difficult to one of the main reason for industrially large-scale application.The present invention uses composite oxides catalyzed by solid base
Agent catalytic activity and high selectivity, dosage is small, prepares simple and easy to do, and catalyst is corrosion-free to reactor, belongs to environmental-friendly and urges
Agent, after reaction, catalyst can be realized by centrifugation and repeatedly used.
In step 2), esterification operations temperature is 20~40 DEG C.The solid super acid catalyst is solid super-strong acid
SO4 2-/TiO2, prepare the specific steps are：
By TiCl4And cetyl trimethylammonium bromide, it is dissolved in the absolute ethyl alcohol of 15~50ml, is mixed respectively
Then 0.5~1.5h adds in the H of a concentration of 0.95~1.05mol/L2SO4With the HCl mixed solutions of 1.95~2.05mol/L,
It stirs evenly at 35~40 DEG C, and is heated 3~5 hours at 105~115 DEG C, be cooled to room temperature and washed by conventional method
After washing, filter, drying, roasting, SO is obtained4 2-/TiO2。
By adopting the above-described technical solution, the beneficial effects of the invention are as follows：
1st, the present invention uses solid super base to not only avoid alkali waste water as catalyst when prepared by trichloromethyl benzylalcohol
Generation convenient for product detach, also improve the conversion ratio of benzaldehyde, reduce the ratio of by-product benzoic acid, substantially increase
The yield of product, reaches as high as more than 95%.
2nd, it is anti-to being esterified at a lower temperature by using solid super-strong acid as the esterification catalyst of 3~5 hours
Answer the excellent performance for showing preferable catalytic activity for 3~5 hours and reusing.
Specific embodiment
The technical solution in the embodiment of the present invention is clearly and completely described below in conjunction with the embodiment of the present invention,
Obviously, described embodiment is only part of the embodiment of the present invention, instead of all the embodiments.Based in the present invention
Embodiment, those of ordinary skill in the art's all other embodiments obtained under the premise of creative work is not made,
It shall fall within the protection scope of the present invention.
【Embodiment 1】
1) preparation of solid super basic catalyst：
14.8g magnesium nitrates, 10.65g aluminum nitrates are added in 30mL water and 100mL ethyl alcohol, solution is made, added into solution
It is 11 to enter 1mol/L KOH pH value, and reflux digestion 36 hours centrifuges, and sediment is dried overnight, through washing in nitrogen gas
Under atmosphere, sediment is put into the solid super strong base catalysis that 800 DEG C of high-temperature roasting 3h are 2% to get the amount content of K in Muffle furnace
Agent.
2) preparation of trichloromethyl benzylalcohol
Benzaldehyde 1.06kg and chloroform 2.38kg are added in reaction kettle, are sufficiently mixed uniformly, 0.5% is then added in and rubs
Your solid super base carries out condensation reaction 6 hours at 220 DEG C, crosses and filter out while hot after condensation reaction as catalyst
Solid super basic catalyst is removed, unreacted benzaldehyde and chloroform are distilled to recover, obtains trichloromethyl benzylalcohol 2.18kg.
3) preparation of rosalin
Trichloromethyl benzylalcohol 1.14kg, acetic anhydride 0.82kg and 60g solid super acid catalyst are added in into reactor
SO4 2-/TiO2, esterification 3 hours, the condensed recycling of acetic acid generated in reaction, after reaction by object are carried out at 30 DEG C
Material is delivered in crystallization kettle, and after being cooled to 50 DEG C plus ethyl alcohol is recrystallized, and is most crystallized after centrifuge, drying afterwards
Rose finished product 1.05kg, centrifuge mother liquor are delivered to rectifying still and recycle ethyl alcohol with rectifying.
【Embodiment 2】
1) preparation of solid super basic catalyst：
14.8g magnesium nitrates, 8.52g aluminum nitrates are added in 30mL water and 100mL ethyl alcohol, solution is made, added in into solution
1mol/L NaOH pH value is 11, and reflux digestion 36 hours centrifuges, and sediment is dried overnight, through washing in nitrogen atmosphere
Under, sediment is put into the solid super strong base catalysis that 800 DEG C of high-temperature roasting 3h are 0.7% to get the amount content of Na in Muffle furnace
Agent.
2) preparation of trichloromethyl benzylalcohol
Benzaldehyde 1.06kg and chloroform 2.38kg are added in reaction kettle, are sufficiently mixed uniformly, 0.6% is then added in and rubs
Your solid super base carries out condensation reaction 6 hours at 220 DEG C, crosses and filter out while hot after condensation reaction as catalyst
Solid super basic catalyst is removed, unreacted benzaldehyde and chloroform are distilled to recover, obtains trichloromethyl benzylalcohol 2.21kg.
3) preparation of rosalin
Trichloromethyl benzylalcohol 1.03kg, acetic anhydride 0.82kg and 50g solid super acid catalyst are added in into reactor
SO4 2-/TiO2, esterification 5 hours, the condensed recycling of acetic acid generated in reaction, after reaction by object are carried out at 20 DEG C
Material is delivered in crystallization kettle, and after being cooled to 50 DEG C plus ethyl alcohol is recrystallized, and is most crystallized after centrifuge, drying afterwards
Rose finished product 0.97kg, centrifuge mother liquor are delivered to rectifying still and recycle ethyl alcohol with rectifying.
【Embodiment 3】
1) preparation of solid super basic catalyst：
14.8g magnesium nitrates, 10.65g aluminum nitrates are added in 30mL water and 100mL ethyl alcohol, solution is made, added into solution
It is 10 to enter 1mol/L NaOH pH value, and reflux digestion 36 hours centrifuges, and sediment is dried overnight, through washing in nitrogen gas
Under atmosphere, sediment is put into 800 DEG C of high-temperature roasting 3h in Muffle furnace and is urged to get the solid super base that the amount content of Na is 1.1%
Agent.
2) preparation of trichloromethyl benzylalcohol
Benzaldehyde 1.06kg and chloroform 2.38kg are added in reaction kettle, are sufficiently mixed uniformly, 0.5% is then added in and rubs
Your solid super base carries out condensation reaction 6 hours at 220 DEG C, crosses and filter out while hot after condensation reaction as catalyst
Solid super basic catalyst is removed, unreacted benzaldehyde and chloroform are distilled to recover, obtains trichloromethyl benzylalcohol 2.13kg.
3) preparation of rosalin
Trichloromethyl benzylalcohol 1.14kg, acetic anhydride 1.02kg and 60g solid super acid catalyst are added in into reactor
SO4 2-/TiO2, esterification 3 hours, the condensed recycling of acetic acid generated in reaction, after reaction by object are carried out at 30 DEG C
Material is delivered in crystallization kettle, and after being cooled to 50 DEG C plus ethyl alcohol is recrystallized, and is most crystallized after centrifuge, drying afterwards
Rose finished product 1.14kg, centrifuge mother liquor are delivered to rectifying still and recycle ethyl alcohol with rectifying.
【Embodiment 4】
1) preparation of solid super basic catalyst：
14.8g magnesium nitrates, 7.46g aluminum nitrates are added in 30mL water and 100mL ethyl alcohol, solution is made, added in into solution
1mol/L KOH pH value is 11, and reflux digestion 36 hours centrifuges, and sediment is dried overnight, through washing in nitrogen atmosphere
Under, sediment is put into the solid super basic catalyst that 800 DEG C of high-temperature roasting 3h are 2% to get the amount content of K in Muffle furnace.
2) preparation of trichloromethyl benzylalcohol
Benzaldehyde 1.06kg and chloroform 2.38kg are added in reaction kettle, are sufficiently mixed uniformly, 0.3% is then added in and rubs
Your solid super base carries out condensation reaction 6 hours at 220 DEG C, crosses and filter out while hot after condensation reaction as catalyst
Solid super basic catalyst is removed, unreacted benzaldehyde and chloroform are distilled to recover, obtains trichloromethyl benzylalcohol 2.20kg.
3) preparation of rosalin
Trichloromethyl benzylalcohol 1.14kg, acetic anhydride 0.71kg and 30g solid super acid catalyst are added in into reactor
SO4 2-/TiO2, esterification 5 hours, the condensed recycling of acetic acid generated in reaction, after reaction by object are carried out at 30 DEG C
Material is delivered in crystallization kettle, and after being cooled to 50 DEG C plus ethyl alcohol is recrystallized, and is most crystallized after centrifuge, drying afterwards
Rose finished product 0.99kg, centrifuge mother liquor are delivered to rectifying still and recycle ethyl alcohol with rectifying.
【Comparative example 1】
1) preparation of trichloromethyl benzylalcohol
Benzaldehyde 1.06kg and chloroform 2.38kg are added in reaction kettle, is sufficiently mixed uniformly, then adds in 0.4kg hydrogen
Sodium oxide molybdena carries out condensation reaction 6 hours as catalyst at 220 DEG C, Filtration of catalyst while hot after condensation reaction,
Unreacted benzaldehyde and chloroform are distilled to recover, obtain trichloromethyl benzylalcohol 1.89kg.
2) preparation of rosalin
Trichloromethyl benzylalcohol 1.14kg, acetic anhydride 0.71kg and 30g solid super acid catalyst are added in into reactor
SO4 2-/TiO2, esterification 5 hours, the condensed recycling of acetic acid generated in reaction, after reaction by object are carried out at 30 DEG C
Material is delivered in crystallization kettle, and after being cooled to 50 DEG C plus ethyl alcohol is recrystallized, and is most crystallized after centrifuge, drying afterwards
Rose finished product 0.99kg, centrifuge mother liquor are delivered to rectifying still and recycle ethyl alcohol with rectifying.
【Comparative example 2】
1) preparation of trichloromethyl benzylalcohol
Benzaldehyde 1.06kg and chloroform 2.38kg are added in reaction kettle, is sufficiently mixed uniformly, then adds in 0.6kg hydrogen
Potassium oxide carries out condensation reaction 6 hours as catalyst at 220 DEG C, Filtration of catalyst while hot after condensation reaction,
Unreacted benzaldehyde and chloroform are distilled to recover, obtain trichloromethyl benzylalcohol 1.92kg.
2) preparation of rosalin
Trichloromethyl benzylalcohol 1.14kg, acetic anhydride 0.71kg and 30g solid super acid catalyst are added in into reactor
SO4 2-/TiO2, esterification 5 hours, the condensed recycling of acetic acid generated in reaction, after reaction by object are carried out at 30 DEG C
Material is delivered in crystallization kettle, and after being cooled to 50 DEG C plus ethyl alcohol is recrystallized, and is most crystallized after centrifuge, drying afterwards
Rose finished product 0.99kg, centrifuge mother liquor are delivered to rectifying still and recycle ethyl alcohol with rectifying.
Above description has fully disclosed the specific embodiment of the present invention.It should be pointed out that being familiar with the field
Technical staff is to any change that the specific embodiment of the present invention is done all without departing from the range of claims of the present invention.
Correspondingly, the scope of the claims of the invention is also not limited only to previous embodiment.
Claims (8)
1. a kind of green synthesis process of rosalin, includes the following steps：
（1）By benzaldehyde and chloroform with 1:1.1~2.0 molar ratio is added in reaction kettle, is sufficiently mixed uniformly, is then added in
Solid super base carries out condensation reaction at 200~250 DEG C, is filtered to remove while hot after condensation reaction solid as catalyst
Unreacted benzaldehyde and chloroform are distilled to recover by body super basic catalyst, obtain trichloromethyl benzylalcohol；
（2）It is small that trichloromethyl benzylalcohol, acetic anhydride and solid super acid catalyst progress esterification 3~5 are added in into reactor
When, material is delivered in crystallization kettle by the condensed recycling of acetic acid that is generated in reaction after reaction, after being cooled to 50 DEG C plus second
Alcohol is recrystallized, and most obtains rosalin finished product after centrifuge, drying afterwards, centrifuge mother liquor is delivered to rectifying still with essence
Evaporate recycling ethyl alcohol.
2. the green synthesis process of rosalin according to claim 1, it is characterised in that：In step 1）In, it is described solid
Body super basic catalyst is sodium or potassium doping oxidation magnalium solid super basic catalyst, and dosage is the 0.1%~1% of benzaldehyde
（mol）.
3. the green synthesis process of rosalin according to claim 2, it is characterised in that：The sodium or potassium doping oxidation
The preparation method of magnalium solid super basic catalyst is as follows：Magnesium nitrate, aluminum nitrate are configured to solution, KOH is added in into solution
Or NaOH adjust pH value between 10~12,12~72h of reflux digestion, centrifuge, sediment through washing, be dried overnight,
In a nitrogen atmosphere, by sediment be put into 800 DEG C of 1~5h of high-temperature roasting in Muffle furnace to get the amount content of K or Na for 1~
10% solid super basic catalyst.
4. the green synthesis process of rosalin according to claim 3, it is characterised in that：The magnesium nitrate, aluminum nitrate
Molar ratio be 2:1~5:1, the magnesium nitrate, aluminum nitrate add in water and ethyl alcohol is configured to solution.
5. the green synthesis process of rosalin according to claim 4, it is characterised in that：It is added in into the solution
KOH or NaOH is the KOH solution of 1mol/L or the NaOH solution of 1mol/L.
6. the green synthesis process of rosalin according to claim 1, it is characterised in that：Esterification 3~5 hours
Temperature is 20~40 DEG C.
7. the green synthesis process of rosalin according to claim 1, it is characterised in that：The solid superacid as catalyst
Agent is solid super-strong acid SO4 2-/TiO2。
8. the green synthesis process of rosalin according to claim 7, it is characterised in that：Prepare SO4 2-/TiO2It is specific
Step is：
By TiCl4And cetyl trimethylammonium bromide, it is dissolved in the absolute ethyl alcohol of 15~50ml respectively, mixing 0.5~
Then 1.5h adds in the H of a concentration of 0.95~1.05mol/L2SO4With the HCl mixed solutions of 1.95~2.05mol/L, in 35~
It stirs evenly at 40 DEG C, and is heated 3~5 hours at 105~115 DEG C, be cooled to room temperature and washed, taken out by conventional method
After filter, dry, roasting, SO is obtained4 2-/TiO2。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810110407.8A CN108191652A (en) | 2018-02-05 | 2018-02-05 | A kind of green synthesis process of rosalin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810110407.8A CN108191652A (en) | 2018-02-05 | 2018-02-05 | A kind of green synthesis process of rosalin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108191652A true CN108191652A (en) | 2018-06-22 |
Family
ID=62592614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810110407.8A Pending CN108191652A (en) | 2018-02-05 | 2018-02-05 | A kind of green synthesis process of rosalin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108191652A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103212398A (en) * | 2013-02-25 | 2013-07-24 | 湖南大学 | Preparation and application of solid super alkali catalyst |
-
2018
- 2018-02-05 CN CN201810110407.8A patent/CN108191652A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103212398A (en) * | 2013-02-25 | 2013-07-24 | 湖南大学 | Preparation and application of solid super alkali catalyst |
Non-Patent Citations (2)
| Title |
|---|
| 何坚等: "结晶玫瑰的合成与应用", 《精细石油化工》 * |
| 吴奇: "SO42-促进的介孔固体超强酸的制备及其催化性能的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW499420B (en) | Catalytic processes for the preparation of acetic esters | |
| CN110156811A (en) | A kind of synthesis preparation method of the bicyclic sulfuric ester of pentaerythrite | |
| CN105906627A (en) | Synthesis method of linagliptin intermediate | |
| CN100519548C (en) | Method for synthesizing 5-methyl-5-propyl-1,3-dioxane-2-ketone and carisoprodol | |
| CN108191652A (en) | A kind of green synthesis process of rosalin | |
| CN112250546A (en) | Synthesis method of (E) -3, 5-dihydroxy-4-isopropyl stilbene | |
| CN115010592B (en) | Preparation method of 4-bromophthalic acid | |
| CN111253201A (en) | Preparation method of 1,2,3, 4-tetramethyl-1, 3-cyclopentadiene | |
| CN114671859B (en) | Preparation method of rosuvastatin calcium and intermediate thereof | |
| CN110776484A (en) | Preparation method of vitamin C palmitate | |
| CN109651474A (en) | A kind of new preparation method of 16a- hydroxy prednisonlone | |
| CN108191653A (en) | A kind of synthesis technology of rosalin | |
| CN112645815A (en) | Preparation method for catalytically synthesizing methyl cinnamate based on eutectic solvent | |
| CN111362784A (en) | Method for preparing ethyl vanillin from sassafras oil | |
| CN111635325A (en) | Method for preparing metoprolol succinate | |
| CN114736133B (en) | Preparation of 2,4, 5-trifluoro-3-methoxybenzoic acid | |
| CN106478402A (en) | The method that ethanol acid crystal is prepared by methyl glycollate | |
| CN109575097A (en) | A kind of new preparation method of 16a- hydroxy prednisonlone product | |
| CN110092721A (en) | A kind of pyruvate synthesis preparation method | |
| CN117924236A (en) | Preparation method of novel vinyl sulfate | |
| CN109499618A (en) | A kind of catalyst and the preparation method and application thereof being used to prepare benzoyl formic acid and its ester type compound | |
| CN108440270A (en) | A kind of synthetic method of 2,3,3,3- tetrafluoros propionic acid | |
| CN114349693B (en) | Preparation method of dolutegravir key intermediate | |
| CN113651684B (en) | Preparation method of 4-hydroxy-2-butynoic acid | |
| CN109180475B (en) | Method for synthesizing diisooctyl terephthalate through rapid esterification without alkali washing and water washing |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20180622 |