CN102060697A - Synthesis process for cyclohexyl acetate - Google Patents
Synthesis process for cyclohexyl acetate Download PDFInfo
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- CN102060697A CN102060697A CN2009102197723A CN200910219772A CN102060697A CN 102060697 A CN102060697 A CN 102060697A CN 2009102197723 A CN2009102197723 A CN 2009102197723A CN 200910219772 A CN200910219772 A CN 200910219772A CN 102060697 A CN102060697 A CN 102060697A
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- acetate
- hexalin
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- copper
- toluenesulfonate
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Abstract
The invention relates to a synthesis process for a spice, in particular to a synthesis process for cyclohexyl acetate. The invention provides the synthesis process for the cyclohexyl acetate with simple operation, low pollution and high yield. The process comprises the steps of synthesis of copper p-toluenesulfonate and synthesis of the cyclohexyl acetate.
Description
Technical field:
The present invention relates to a kind of synthesis technique of spices, more particularly, relate to a kind of synthesis technique of hexalin acetate.
Background technology:
Hexalin acetate has another name called the cyclohexyl acetic acid ester, it is a kind of colourless or little yellowy transparent oily liquid, boiling point is 174.5 ℃, and specific refractory power is 1.4401, and relative density is 0.969, have banana or apple aroma, be usually used in disposing spices such as apple, banana, black currant and raspberry, be widely used in food, beverage and cosmetic industry, simultaneously because hexalin acetate has the good solubility energy for resin etc., the solvent of doing coating, paint etc. also commonly used, structural formula is as shown below.
Hexalin acetate
Industrial acetate commonly used and hexalin are raw material, and the vitriol oil is the catalyzer Synthesis of Cyclohexyl Acetate, but problems such as the vitriol oil exists that corrodibility is strong, poor selectivity, aftertreatment complexity and three-waste pollution.
Summary of the invention:
The present invention is exactly at the problems referred to above, and a kind of synthesis technique of simple to operate, pollution is little, productive rate is high hexalin acetate is provided.
In order to realize above-mentioned purpose of the present invention, the present invention adopts following technical scheme, and processing step of the present invention is:
1. copper p-toluenesulfonate is synthetic
With mol ratio is that 3: 4～1: 1 cupric oxide and tosic acid places round-bottomed flask, adds the 150m1 deionized water then, back flow reaction 3～5h, and blue colored crystal is separated out in cooling, filters drying; With ethyl alcohol recrystallization 2～4 times, be dried to constant weight at vacuum drying oven, obtain the tosic acid copper crystal;
2. hexalin acetate is synthetic
The adding mol ratio is 1.0: 1～1.6: 1 hexalin and an acetate in the round-bottomed flask that water trap, thermometer and reflux exchanger are housed, add the catalyzer copper p-toluenesulfonate, add-on is 0.4～1.6g/0.2mol acetate, the band aqua is a hexanaphthene, and the consumption of hexanaphthene is 0～30ml/0.2mol acetate; Heating, backflow 10～80min; After reaction finishes, with reaction solution water successively, 10% sodium hydrogen carbonate solution, water washing to neutral, drying, distillation, the cut of collecting 170～173 ℃ of boiling points promptly gets product.
Reaction equation is:
Beneficial effect of the present invention:
1. the present invention is simple to operate, and the catalyzer copper p-toluenesulfonate is reusable, and it is good to reuse rear stability, and the reaction times is short, and catalyst levels is few, and is free from environmental pollution;
2. productive rate of the present invention is 96.7%.
Embodiment:
Processing step of the present invention is:
1. copper p-toluenesulfonate is synthetic
With mol ratio is that 3: 4～1: 1 cupric oxide and tosic acid places round-bottomed flask, adds the 150ml deionized water then, back flow reaction 3～5h, and blue colored crystal is separated out in cooling, filters drying; With ethyl alcohol recrystallization 2～4 times, be dried to constant weight at vacuum drying oven, obtain the tosic acid copper crystal;
2. hexalin acetate is synthetic
The adding mol ratio is 1.0: 1～1.6: 1 hexalin and an acetate in the round-bottomed flask that water trap, thermometer and reflux exchanger are housed, add the catalyzer copper p-toluenesulfonate, add-on is 0.4～1.6g/0.2mol acetate, the band aqua is a hexanaphthene, and the consumption of hexanaphthene is 0～30ml/0.2mol acetate; Heating, backflow 10～80min; After reaction finishes, with reaction solution water successively, 10% sodium hydrogen carbonate solution, water washing to neutral, drying, distillation, the cut of collecting 170～173 ℃ of boiling points promptly gets product.
Reaction equation is:
As a kind of preferred version, processing step of the present invention is: hexalin is 1.4: 1 with the ratio of the amount of substance of acetate, and the consumption of catalyzer copper p-toluenesulfonate is a 1.2g/0.2mol acetate, and the band aqua is a hexanaphthene, and consumption is a 15ml/0.2mol acetate;
The reflux water-dividing reaction times is 60min.
The present invention selects material molar ratio, catalyzer addition, band aqua consumption, reaction times as the factor that influences synthetic effect, can see Table 1, table 2, table 3.
Table 1 material molar ratio is to the influence of synthetic effect
| N (hexalin): n (acetate) | Esterification yield/% |
| 1.0∶1 | 55.3 |
| 1.1∶1 | 70.4 |
| 1.2∶1 | 84.7 |
| 1.3∶1 | 91.9 |
| 1.4∶1 | 96.7 |
| 1.5∶1 | 93.9 |
| 1.6∶1 | 90.5 |
Table 2 catalyst levels is to the influence of synthetic effect
Table 3 band aqua consumption is to the influence of synthetic effect
The table 4 minute water time is to the influence of synthetic effect
| Reaction times/min | Esterification yield/% |
| 10 | 17.9 |
| 20 | 35.3 |
| 30 | 58.7 |
| 40 | 79.8 |
| 50 | 91.2 |
| 60 | 96.7 |
| 70 | 96.8 |
| 80 | 96.1 |
Claims (3)
1. the synthesis technique of a hexalin acetate is characterized in that, processing step of the present invention is:
(1) copper p-toluenesulfonate is synthetic
With mol ratio is that 3: 4～1: 1 cupric oxide and tosic acid places round-bottomed flask, adds the 150ml deionized water then, back flow reaction 3～5h, and blue colored crystal is separated out in cooling, filters drying; With ethyl alcohol recrystallization 2～4 times, be dried to constant weight at vacuum drying oven, obtain the tosic acid copper crystal;
(2) hexalin acetate is synthetic
The adding mol ratio is 1.0: 1～1.6: 1 hexalin and an acetate in the round-bottomed flask that water trap, thermometer and reflux exchanger are housed, add the catalyzer copper p-toluenesulfonate, add-on is 0.4～1.6g/0.2mol acetate, the band aqua is a hexanaphthene, and the consumption of hexanaphthene is 0～30ml/0.2mol acetate; Heating, backflow 10～80min; After reaction finishes, with reaction solution water successively, 10% sodium hydrogen carbonate solution, water washing to neutral, drying, distillation, the cut of collecting 170～173 ℃ of boiling points promptly gets product.
Reaction equation is:
2. the synthesis technique of a kind of hexalin acetate according to claim 1, it is characterized in that, processing step of the present invention is: hexalin is 1.4: 1 with the ratio of the amount of substance of acetate, the consumption of catalyzer copper p-toluenesulfonate is a 1.2g/0.2mol acetate, the band aqua is a hexanaphthene, and consumption is a 15ml/0.2mol acetate.
3. the synthesis technique of a kind of hexalin acetate according to claim 1 is characterized in that, processing step of the present invention is: the reflux water-dividing reaction times is 60min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009102197723A CN102060697A (en) | 2009-11-11 | 2009-11-11 | Synthesis process for cyclohexyl acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009102197723A CN102060697A (en) | 2009-11-11 | 2009-11-11 | Synthesis process for cyclohexyl acetate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102060697A true CN102060697A (en) | 2011-05-18 |
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| CN2009102197723A Pending CN102060697A (en) | 2009-11-11 | 2009-11-11 | Synthesis process for cyclohexyl acetate |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516969A (en) * | 2011-11-14 | 2012-06-27 | 中国地质大学（武汉） | Preparation method of thickened oil viscosity reducer with dual structure of hydrogen donor and catalytic center |
| CN103145737A (en) * | 2011-12-07 | 2013-06-12 | 珠海保税区丽珠合成制药有限公司 | Preparation method for cefbuperazone |
| CN103787877A (en) * | 2012-11-01 | 2014-05-14 | 中国石油化工股份有限公司 | Preparation method of cyclohexyl acetate |
| CN104557531A (en) * | 2014-12-12 | 2015-04-29 | 湖南兴鹏化工科技有限公司 | Preparation method of trans-1,2-cyclohexanol glycol diacetate |
-
2009
- 2009-11-11 CN CN2009102197723A patent/CN102060697A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516969A (en) * | 2011-11-14 | 2012-06-27 | 中国地质大学（武汉） | Preparation method of thickened oil viscosity reducer with dual structure of hydrogen donor and catalytic center |
| CN103145737A (en) * | 2011-12-07 | 2013-06-12 | 珠海保税区丽珠合成制药有限公司 | Preparation method for cefbuperazone |
| CN103145737B (en) * | 2011-12-07 | 2015-04-29 | 珠海保税区丽珠合成制药有限公司 | Preparation method for cefbuperazone |
| CN103787877A (en) * | 2012-11-01 | 2014-05-14 | 中国石油化工股份有限公司 | Preparation method of cyclohexyl acetate |
| CN104557531A (en) * | 2014-12-12 | 2015-04-29 | 湖南兴鹏化工科技有限公司 | Preparation method of trans-1,2-cyclohexanol glycol diacetate |
| CN104557531B (en) * | 2014-12-12 | 2016-08-31 | 湖南兴鹏化工科技有限公司 | A kind of anti-form-1, the preparation method of 2-cyclohexanediol diacetate |
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Application publication date: 20110518 |