CN104177255A - Preparation method of fenchyl acetate - Google Patents
Preparation method of fenchyl acetate Download PDFInfo
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- CN104177255A CN104177255A CN201410353296.5A CN201410353296A CN104177255A CN 104177255 A CN104177255 A CN 104177255A CN 201410353296 A CN201410353296 A CN 201410353296A CN 104177255 A CN104177255 A CN 104177255A
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- acetic acid
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- sodium carbonate
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/58—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a preparation method of fenchyl acetate, which comprises the following steps: taking right amounts of fenchol, acetic anhydride and 001*7 strongly-acidic styrene cation exchange resin, mixing, putting in a glass reaction kettle, heating to 130 DEG C, and reacting for 1.5 hours to obtain a solution A; after the reaction finishes, cooling to 50 DEG C below, discharging, weighing, and centrally storing in an enamel still; when the solution A is centralized to 250-300kg, adding a right amount of sodium carbonate solution for neutralization, and washing; and fractionating the crude fenchyl acetate product, and purifying to obtain the finished product. The product has the advantages of high purity, stable performance and low tendency to deterioration, is a colorless to light yellow transparent liquid, has the soft and sweet aroma of fir, and is mainly used for preparing fresh edible essences and daily essences of vanilla, costus root and mint.
Description
Technical field
The present invention is applicable to compound preparation field, relates in particular to a kind of preparation method of acetic acid turnip ester.
Background technology
Product acetic acid turnip ester of the present invention also claims 1,3,3-trimethylammonium dicyclo-2-to fall borneol ethyl ester, fenchyl acetic ester, and molecular formula is C
12h
20o
2; Relative molecular mass 196.29; Physico-chemical property is colourless to weak yellow liquid, there is soft, sweet class fir fragrance, be slightly soluble in water, be soluble in the organic solvents such as oil, alcohol, 220 ℃ of 101.325kPa of boiling point, 75.56 ℃ of flash-points (TCC), specific rotation+45 °～+ 55 °, 1.4540～1.459020 ℃ of refractive indexs, 0.9650～0.978025 ℃ of proportion.It is a kind of esters product that is widely used in the various food flavours of preparation, daily essence.
The general method for making of carboxylic acid esters spices comprises carboxylic acid and alcohol direct esterification, and alcohol reacts with acid anhydrides or carboxylic acid halides, carboxylate salt and halohydrocarbons reaction and transesterification reaction etc.The conventional synthetic method of acetic acid turnip ester is that acetic acid and fenchol direct esterification obtain, this method long reaction time, and not exclusively, esterification is low in reaction, and product component is complicated, and separating difficulty is large, and product purity is not high.
Summary of the invention
The preparation method who the object of the present invention is to provide a kind of acetic acid turnip ester, technique is simple and easy, with low cost, and not only yield is high for acetic acid turnip ester product, and purity is high, quality is good.
For achieving the above object, the present invention is by the following technical solutions:
A preparation method for acetic acid turnip ester, comprises the steps:
S1, get appropriate fenchol, diacetyl oxide and 001 * 7 type strongly acidic styrene Zeo-karb and mix and be placed in glass reaction still, be heated to 130 ℃, react 1.5 hours, filtered and recycled highly acidic resin catalyzer, obtain solution A, reaction finishes to be cooled to below 50 ℃, then discharges, weighs, and is placed in enamel still and leaves concentratedly;
S2, repeating step S1, when solution A is concentrated to 250-300kg, add appropriate sodium carbonate solution to neutralize, washing;
S3, by the crude product acetic acid turnip ester of gained in step S2 by fractionation, purifying, obtains finished product.
Wherein, the concentration of described sodium carbonate solution is 30%.
Wherein, the mass ratio of described fenchol, diacetyl oxide, 001 * 7 type strongly acidic styrene Zeo-karb and sodium carbonate solution is 1: 1: 0.04: 1.
It is raw material that the present invention uses fenchol, diacetyl oxide, 001 * 7 type strongly acidic styrene Zeo-karb of take carries out esterification as catalyzer, adopt sodium carbonate to neutralize, the hydrolysis reaction of ester has well been avoided in washing, adopt high-efficiency vacuum fractionating process to carry out separation and purification, finally can obtain the acetic acid turnip ester product of content > 97.0%.The method technique is simple and easy, with low cost, and not only yield is high for acetic acid turnip ester product, and purity is high, quality is good, is for preparing the desirable feedstock of various food flavours and daily essence, has wide marketing prospect.
Embodiment
In order to make object of the present invention, technical scheme and advantage clearer, below in conjunction with embodiment, the present invention is further elaborated.Should be appreciated that specific embodiment described herein, only in order to explain the present invention, is not intended to limit the present invention.
Embodiment 1
A preparation method for acetic acid turnip ester, comprises the steps:
S11, get 10g fenchol, 10g diacetyl oxide and 0.4g001 * 7 type strongly acidic styrene Zeo-karb and mix and be placed in glass reaction still, be heated to 130 ℃, react 1.5 hours, filtered and recycled highly acidic resin catalyzer, obtain solution A, reaction finishes to be cooled to below 50 ℃, then discharges, weighs, and is placed in enamel still and leaves concentratedly;
S12, repeating step S1, when solution A is concentrated to 250-300kg, adding 10g concentration is that 30% sodium carbonate solution neutralizes, washing;
S13, by the crude product acetic acid turnip ester of gained in step S2 by fractionation, purifying, obtains finished product.
Comparative example 1
S01, get 10g fenchol, 10g diacetyl oxide and mix and be placed in glass reaction still, be heated to 130 ℃, react 1.5 hours, filtered and recycled highly acidic resin catalyzer, obtains solution A, and reaction finishes to be cooled to below 50 ℃, then discharge, weigh, be placed in enamel still and leave concentratedly;
S02, repeating step S01, when solution A is concentrated to 250-300kg, adding 10g concentration is that 30% sodium carbonate solution neutralizes, washing;
S03, by the crude product acetic acid turnip ester of gained in step S02 by fractionation, purifying, obtains finished product.
Comparative example 2
S021, get 10g fenchol, 10g diacetyl oxide and the 0.4g vitriol oil and be placed in glass reaction still, be heated to 130 ℃, react 1.5 hours, obtain solution A, reaction finishes to be cooled to below 50 ℃, then discharges, weighs, and is placed in enamel still and leaves concentratedly;
S022, repeating step S021, when solution A is concentrated to 250-300kg, adding 10g concentration is that 30% sodium carbonate solution neutralizes, washing;
S023, by the crude product acetic acid turnip ester of gained in step S022 by fractionation, purifying, obtains finished product.
In embodiment 1, ester productive rate reaches 95%, and purity is greater than 97%, and in comparative example 1, ester productive rate is 54%, and purity is lower than 55%, and in comparative example 2, ester productive rate is 90%, and purity, lower than 82%, exists corrosion container simultaneously, and post-processed is inconvenient, the shortcoming of contaminate environment.
In sum, it is raw material that fenchol, diacetyl oxide are used in this concrete enforcement, 001 * 7 type strongly acidic styrene Zeo-karb of take carries out esterification as catalyzer, adopt sodium carbonate to neutralize, the hydrolysis reaction of ester has well been avoided in washing, adopt high-efficiency vacuum fractionating process to carry out separation and purification, finally can obtain the acetic acid turnip ester product of content > 97.0%.The method technique is simple and easy, with low cost, and not only yield is high for acetic acid turnip ester product, and purity is high, quality is good, is for preparing the desirable feedstock of various food flavours and daily essence, has wide marketing prospect.
The above is only the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention; can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (3)
1. a preparation method for acetic acid turnip ester, is characterized in that, comprises the steps:
S1, get appropriate fenchol, diacetyl oxide and 001 * 7 type strongly acidic styrene Zeo-karb and mix and be placed in glass reaction still, be heated to 130 ℃, react 1.5 hours, filtered and recycled highly acidic resin catalyzer, obtain solution A, reaction finishes to be cooled to below 50 ℃, then discharges, weighs, and is placed in enamel still and leaves concentratedly;
S2, repeating step S1, when solution A is concentrated to 250-300kg, add appropriate sodium carbonate solution to neutralize, washing;
S3, by the crude product acetic acid turnip ester of gained in step S2 by fractionation, purifying, obtains finished product.
2. the preparation method of a kind of acetic acid turnip ester according to claim 1, is characterized in that, the concentration of described sodium carbonate solution is 30%.
3. the preparation method of a kind of acetic acid turnip ester according to claim 1, is characterized in that, the mass ratio of described fenchol, diacetyl oxide, 001 * 7 type strongly acidic styrene Zeo-karb and sodium carbonate solution is 1: 1: 0.04: 1.
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| CN201410353296.5A CN104177255A (en) | 2014-07-24 | 2014-07-24 | Preparation method of fenchyl acetate |
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| CN201410353296.5A CN104177255A (en) | 2014-07-24 | 2014-07-24 | Preparation method of fenchyl acetate |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105348093A (en) * | 2015-12-09 | 2016-02-24 | 中国林业科学研究院林产化学工业研究所 | Oxalic acid fenchyl ester synthesizing method |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101209966A (en) * | 2006-12-28 | 2008-07-02 | 中国石化上海石油化工股份有限公司 | Method for preparing dehydrolinalyl acetate from dehydrolinalool |
| CN103012130A (en) * | 2012-11-08 | 2013-04-03 | 南宁辰康生物科技有限公司 | Method for preparing fenchyl acetate |
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2014
- 2014-07-24 CN CN201410353296.5A patent/CN104177255A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101209966A (en) * | 2006-12-28 | 2008-07-02 | 中国石化上海石油化工股份有限公司 | Method for preparing dehydrolinalyl acetate from dehydrolinalool |
| CN103012130A (en) * | 2012-11-08 | 2013-04-03 | 南宁辰康生物科技有限公司 | Method for preparing fenchyl acetate |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105348093A (en) * | 2015-12-09 | 2016-02-24 | 中国林业科学研究院林产化学工业研究所 | Oxalic acid fenchyl ester synthesizing method |
| CN105348093B (en) * | 2015-12-09 | 2017-07-04 | 中国林业科学研究院林产化学工业研究所 | A kind of method of synthesis of oxalic acid fennel seeds ester |
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Application publication date: 20141203 |
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