AU2018100834A4 - Organic intermediates dodecanoic acid synthesis method - Google Patents
Organic intermediates dodecanoic acid synthesis method Download PDFInfo
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- AU2018100834A4 AU2018100834A4 AU2018100834A AU2018100834A AU2018100834A4 AU 2018100834 A4 AU2018100834 A4 AU 2018100834A4 AU 2018100834 A AU2018100834 A AU 2018100834A AU 2018100834 A AU2018100834 A AU 2018100834A AU 2018100834 A4 AU2018100834 A4 AU 2018100834A4
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
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Abstract
Organic intermediates dodecanoic acid synthesis method Abstract 5 The present invention discloses organic intermediates dodecanoic acid synthesis method, comprises the following steps: dodecyl ethyl ether, and potassium sulfate solution were added to the reaction vessel, raised the temperature of the solution, controlled the stirring speed, reacted; added benzyl propionate solution, raised the temperature of the solution, added diphenyl vanadium powder, continued to react, 10 reduced the temperature of the solution, crystallized out, filtered, washed with the potassium chloride solution for several times, washed with xylenol solution for several times, washed with 1, 1-dimethylhydrazine solution for several times, dehydrated with dehydration, got the finished product dodecanoic acid. 15 Figure 1
Description
The present invention discloses organic intermediates dodecanoic acid synthesis method, comprises the following steps: dodecyl ethyl ether, and potassium sulfate solution were added to the reaction vessel, raised the temperature of the solution, controlled the stirring speed, reacted; added benzyl propionate solution, raised the temperature of the solution, added diphenyl vanadium powder, continued to react, reduced the temperature of the solution, crystallized out, filtered, washed with the potassium chloride solution for several times, washed with xylenol solution for several times, washed with 1, 1-dimethylhydrazine solution for several times, dehydrated with dehydration, got the finished product dodecanoic acid.
Figure 1
2018100834 19 Jun 2018
Organic intermediates dodecanoic acid synthesis method
FIELD OF THE INVENTION
The present invention relates to a method for preparing a pharmaceutical 5 intermediate which belongs to the field of organic synthesis, more particularly, relates to organic intermediates dodecanoic acid synthesis method.
GENERAL BACKGROUND
Dodecanoic acid is mainly used for synthesis nylon 612, model resin, modified saturated polyester, powder coating, plasticizer, lubricating oil, metal precipitant etc.
The condensation generated by dodecanoic acid and six methylenediamine can make engineering plastic nylon 6-12; And the second ester generated by octyl alcohol, butanol and other alcohols can be used as polyvinyl chloride, cellulose nitrate, cellulose acetate plasticizer, and the second ester generated with octyl alcohol is used as advanced lubricating oil, or base oil for low temperature grease of jet engines and gas turbines; It can also be used as a modified agent for saturated polyester, the precipitant of metal and the raw materials of spices and special polyurethane. Most of the existing synthesis methods have been used to get the butadiene tri-polythene, the cyclododecane by hydrogenation, and the oxidation of nitric acid through cyclododecanone. This method of production requires to use the nitric acid and hydrogen as raw materials for the reaction, because the nitric acid has strong oxidation and corrosion resistance, and corrosion resistant ability of reaction equipment demand is higher, the equipment maintenance cost is higher, the hydrogen is used as a reactant, pressure resistance ability of equipment demand is higher, these factors will lead to the rapid increase of production cost, it is not conducive to reducing the production cost, and the process of synthesis is complicated, so it is necessary to put forward a new method synthesis. SUMMARY
Based on the technical problems of the background technology, the purpose of the present invention is to provide organic intermediates dodecanoic acid synthesis method, comprises the following steps:
A: dodecyl ethyl ether, and 1.6L potassium sulfate solution were added to the
2018100834 19 Jun 2018 reaction vessel, raised the temperature of the solution to 70-76 °C controlled the stirring speed at 230-260 rpm, reacted fori 10-150 min;
B: added benzyl propionate solution, raised the temperature of the solution to 80-85 °C, added diphenyl vanadium powder, continued to react for 2-3h, reduced the temperature of the solution to 5-9°C, crystallized out, filtered, washed with the potassium chloride solution for several times, washed with xylenol solution for several times, washed with 1, 1 -dimethylhydrazine solution for several times, dehydrated with dehydration, got the finished product dodecanoic acid.
Preferably, the potassium sulfate solution has a mass fraction of 15-21%.
Preferably, the mass fraction of the benzyl propionate solution is 30-37%.
Preferably, the potassium chloride solution has a mass fraction of 10-16%.
Preferably, the xylenol solution has a mass fraction of 40-45%.
Preferably, the mass fraction of 1, 1-dimethylhydrazine solution is 50-56%.
Throughout the reaction process can be the following reaction formula:
o-CH2CH3.
+ C10H,jO2 + (C6H5)2V + h2o
COOH (CH2>|0
COOH
Compared with the synthetic method disclosed in the background art, the invention provides organic intermediates dodecanoic acid synthesis method, it is unnecessary to use nitric acid and hydrogen as reactions and raw materials, avoid the improvement of corrosion resistant ability of reaction equipment because the nitric acid has strong oxidation and corrosion resistance, and reduce the cost of equipment maintenance, it is not need to use hydrogen as reactants, reduce the pressure requirements of equipment, it is beneficial to reduce production cost, reduce intermediate links reaction, decrease the reaction time and improve the reaction yield, at the same time, the present invention provides a new synthetic route which has laid a good foundation for further enhancing the yield of the reaction.
2018100834 19 Jun 2018
DESCRIPTIONOFTHEDRAWING
Figure 1 is the infrared analysis spectrogram of finished product dodecanalic acid.
DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS
The following examples with reference to specific embodiments of the present invention are further illustrated:
Embodiment 1
Organic intermediates dodecanoic acid synthesis method comprises the following steps:
A: 3mol dodecyl ethyl ether, and 1.6L potassium sulfate solution with a mass fraction of 15% were added to the reaction vessel, raised the temperature of the solution to 70 °C,controlled the stirring speed at 230 rpm, reacted for 110 min;
B: added 6 mol benzyl propionate solution with a mass fraction of 30%, raised the temperature of the solution to 80 °C, added 3 mol diphenyl vanadium powder, continued to react for 2h, reduced the temperature of the solution to 5 °C, crystallized out, filtered, washed with the potassium chloride solution with a mass fraction of 10% for three times, washed with xylenol solution with a mass fraction of 40% for seven times, washed with 1, 1-dimethylhydrazine solution with a mass fraction of 50% for five times, dehydrated with anhydrous calcium chloride dehydration, got the finished product dodecanoic acid 600.3g, yield of 87%.
Embodiment 2
Organic intermediates dodecanoic acid synthesis method comprises the following steps:
A: 3mol dodecyl ethyl ether, and 1.6L potassium sulfate solution with a mass fraction of 19% were added to the reaction vessel, raised the temperature of the solution to 75 °C controlled the stirring speed at 250 rpm, reacted for 140 min;
B: added 7 mol benzyl propionate solution with a mass fraction of 36%, raised the temperature of the solution to 83°C, added 3.7 mol diphenyl vanadium powder, continued to react for 2.5h, reduced the temperature of the solution to 6 °C, crystallized out, filtered, washed with the potassium chloride solution with a mass fraction of 14%
2018100834 19 Jun 2018 for four times, washed with xylenol solution with a mass fraction of 43% for eight times, washed with 1, 1-dimethylhydrazine solution with a mass fraction of 55% for six times, dehydrated with activated alumina dehydration, got the finished product dodecanoic acid 634.8g, yield of 92%.
Embodiment 3
Organic intermediates dodecanoic acid synthesis method comprises the following steps:
A: 3mol dodecyl ethyl ether, and 1.6L potassium sulfate solution with a mass fraction of 21% were added to the reaction vessel, raised the temperature of the solution to 76 °C controlled the stirring speed at 260 rpm, reacted for 150 min;
B: added 8 mol benzyl propionate solution with a mass fraction of 37%, raised the temperature of the solution to 85 °C, added 4mol diphenyl vanadium powder, continued to react for 3h, reduced the temperature of the solution to 9 °C, crystallized out, filtered, washed with the potassium chloride solution with a mass fraction of 16% for five times, washed with xylenol solution with a mass fraction of 45% for nine times, washed with 1,
1-dimethylhydrazine solution with a mass fraction of 56% for seven times, dehydrated with anhydrous calcium chloride dehydration, got the finished product dodecanoic acid 648.6g, yield of 94%.
The infrared analysis of finished product dodecanalic acid was made by analysis
Infrared spectrogram, as shown in figure 1.
The infrared analysis data is shown in table 1.
Table 1 infrared analysis data
| Number | Peak position (cm-1) | Transmittance (%) | Half peak width (cm-1) | Peak difference (%) |
| 1 | 675 | 64 | 30 | 29 |
| 2 | 925 | 28 | 80 | 60 |
| 3 | 1184 | 55 | 18 | 28 |
| 4 | 1219 | 56 | 36 | 25 |
2018100834 19 Jun 2018
| 5 | 1292 | 33 | 48 | 41 |
| 6 | 1329 | 65 | 25 | 9 |
| 7 | 1404 | 31 | 22 | 36 |
| 8 | 1430 | 51 | 30 | 14 |
| 9 | 1464 | 45 | 27 | 31 |
| 10 | 1691 | 9 | 71 | 77 |
| 11 | 2895 | 20 | 344 | 71 |
The embodiments of the present invention are merely preferred embodiments of the present invention, but the range of the present invention is not limited this, and any person who is familiar with those skilled in the arts, within the technical range of the present invention. It is intended that the technical solution and its inventive concept be replaced or modified equivalently with reference to the range of the invention.
2018100834 19 Jun 2018
Claims (4)
- Claims1. Organic intermediates dodecano ic acid synthesis method is characterized by the following steps:5 A: dodecyl ethyl ether, and 1.6L potassium sulfate solution were added to the reaction vessel, raised the temperature of the solution to 70-76 °C,controlled the stirring speed at 230-260 rpm, reacted fori 10-150 min;B: added benzyl propionate solution, raised the temperature of the solution to 80-85 °C, added diphenyl vanadium powder, continued to react for 2-3h, reduced the10 temperature of the solution to 5-9°C, crystallized out, filtered, washed with the potassium chloride solution for several times, washed with xylenol solution for several times, washed with 1, 1-dimethylhydrazine solution for several times, dehydrated with dehydration, got the finished product dodecanoic acid.
- 2. Organic intermediates dodecanoic acid synthesis method according to claim 115 wherein the potassium sulfate solution has a mass fraction of 15-21%.
- 3. Organic intermediates dodecanoic acid synthesis method according to claim 1 wherein the mass fraction of the benzyl propionate solution is 30-37%.
- 4. Organic intermediates dodecanoic acid synthesis method according to claim 1 wherein the potassium chloride solution has a mass fraction of 10-16%.2018100834 19 Jun 20181/1Figure 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710532016.0A CN108238909A (en) | 2017-07-03 | 2017-07-03 | The synthetic method of organic intermediate dodecanedioic acid |
| CN2017105320160 | 2017-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2018100834A4 true AU2018100834A4 (en) | 2018-08-02 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2018100834A Ceased AU2018100834A4 (en) | 2017-07-03 | 2018-06-19 | Organic intermediates dodecanoic acid synthesis method |
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| Country | Link |
|---|---|
| CN (1) | CN108238909A (en) |
| AU (1) | AU2018100834A4 (en) |
| GB (1) | GB201713551D0 (en) |
-
2017
- 2017-07-03 CN CN201710532016.0A patent/CN108238909A/en active Pending
- 2017-08-23 GB GBGB1713551.8A patent/GB201713551D0/en not_active Ceased
-
2018
- 2018-06-19 AU AU2018100834A patent/AU2018100834A4/en not_active Ceased
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| Publication number | Publication date |
|---|---|
| CN108238909A (en) | 2018-07-03 |
| GB201713551D0 (en) | 2017-10-04 |
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