CN1566070A - Preparation method of linalyl acetate - Google Patents
Preparation method of linalyl acetate Download PDFInfo
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- CN1566070A CN1566070A CN 03129214 CN03129214A CN1566070A CN 1566070 A CN1566070 A CN 1566070A CN 03129214 CN03129214 CN 03129214 CN 03129214 A CN03129214 A CN 03129214A CN 1566070 A CN1566070 A CN 1566070A
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- phanteine
- phantol
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Abstract
The invention discloses a process for preparing linalyl acetate from linalool and acetic anhydride as raw material through esterification reaction at the presence of catalyst, the raw material mol ratio of linalool / acetic anhydride is 1/1-4, the reaction temperature is 5-45 deg. C, the reaction pressure is atmospheric pressure, the reaction time is 10-150 min, the catalyst is p-toluene sulfonic acid, the consumption of catalyst is 0.05-0.25 wt% of the total amount of the reactants. Compared with the prior art, the advantage of the invention is high catalyst activity.
Description
Technical field
The present invention relates to be used for phantol and diacetyl oxide is raw material, prepares the method for phanteine by esterification.
Background technology
Phanteine is a kind of higher spices that is worth, and purposes is very extensive in spices and food flavour industry.Phantol and suitable acylating agent such as Acetyl Chloride 98Min., ketene, acetate or acetic anhydride can obtain phanteine; because the raw material sources of preparation phantol are in the C5 fraction of petroleum cracking system ethylene by-product; and the acidylate ability of diacetyl oxide is strong and relative low price, therefore prepares the phanteine artificial synthesis that phanteine is tool economic advantages by phantol and acetic anhydride.
In the prior art, the esterification of phantol and diacetyl oxide adopts acidity or basic catalyst, as H
3PO
4Or phosphoric acid complex body catalyzer.Because phantol is the allylic tertiary alcohol, unstable in the presence of protonic acid, isomerization, cyclisation very easily take place and eliminate reaction, generate a large amount of by products, cause the yield of phanteine very low, generally can only reach 40%.Then the yield of phanteine is higher to adopt basic catalyst such as Dimethylamino pyridine comparatively speaking, but this basic catalyst is dissolved in the reaction solution, be difficult to Separation and Recovery with product, this has not only increased the production cost of phanteine, and influences the quality of product.
Summary of the invention
The purpose of this invention is to provide a kind of is raw material with phantol and diacetyl oxide, the method for preparing phanteine by esterification, its technical problem to be solved is that the catalyzer that requirement is adopted not only has than higher activity and selectivity, and must be easy to separate with product.
Below be the technical scheme that the present invention solves the problems of the technologies described above:
A kind of is raw material with phantol and diacetyl oxide, the method for preparing phanteine by esterification, esterification is carried out in the presence of catalyzer, the raw material molar ratio is a phantol: diacetyl oxide=1: (1～4), temperature of reaction is 5～45 ℃, and reaction pressure is a normal pressure, and the reaction times is 10～150min, catalyzer is a tosic acid, and catalyst consumption is 0.05～0.25wt% of reaction-ure mixture.
The above-mentioned raw materials molar ratio is preferably phantol: diacetyl oxide=1: (2～3); Temperature of reaction is preferably 10～20 ℃.
Reaction times reaches the 10min afterreaction finishes substantially, and the 30min reaction has been carried out very fully generally speaking, can not bring bad influence to reaction though the reaction times surpasses 150min, obviously there is no need.The molar ratio of raw material and prior art are essentially identical, and diacetyl oxide can be suitably excessive usually, and this will help reaction and carry out to positive dirction.
Compared with prior art, the invention has the advantages that the activity of such catalysts of employing is very high, therefore reaction can be finished in the short period of time, and temperature of reaction is also lower, generally reacts under the condition of room temperature and can both carry out smoothly, and catalyst levels is few.Selectivity of catalyst is also very desirable, and the common product yield can reach more than 55%.Another characteristics of this catalyzer are to adopt the method for washing that it is removed from reaction product easily, can not produce any influence to the quality of product.
Below will the invention will be further described by specific embodiment, transformation efficiency and optionally being defined as in an embodiment:
Embodiment
[embodiment 1～9]
At the 250ml there-necked flask that places in the heating oil bath,, add the catalyzer tosic acid of aequum again by the molar ratio input phantol and the diacetyl oxide of imagination.Under agitation be warming up to temperature of reaction, kept 10～150 minutes.Cooling obtains the product phanteine through underpressure distillation then after the catalyzer in the reaction product is removed in sig water and washing.
The concrete reaction conditions of each embodiment sees Table 1, and reaction result sees Table 2.
Table 1.
| Temperature of reaction (℃) | Reaction times (min) | Catalyst levels (wt%) | Molar ratio (phantol: diacetyl oxide) | |
| Embodiment 1 | ????12 | ????150 | ??0.15 | ??1∶2 |
| Embodiment 2 | ????12 | ????25 | ??0.15 | ??1∶4 |
| Embodiment 3 | ????23 | ????120 | ??0.08 | ??1∶1 |
| Embodiment 4 | ????23 | ????100 | ??0.10 | ??1∶2 |
| Embodiment 5 | ????23 | ????90 | ??0.13 | ??1∶2 |
| Embodiment 6 | ????23 | ????75 | ??0.15 | ??1∶2 |
| Embodiment 7 | ????23 | ????60 | ??0.18 | ??1∶2 |
| Embodiment 8 | ????23 | ????15 | ??0.23 | ??1∶2 |
| Embodiment 9 | ????40 | ????110 | ??0.05 | ??1∶3 |
| Embodiment 10 | ????40 | ????20 | ??0.06 | ??1∶4 |
Table 2.
| Transformation efficiency (%) | Selectivity (%) | |
| Embodiment 1 | ????87.1 | ????100 |
| Embodiment 2 | ????87.4 | ????66.3 |
| Embodiment 3 | ????96.5 | ????91.6 |
| Embodiment 4 | ????87.5 | ????85.1 |
| Embodiment 5 | ????89.3 | ????71.4 |
| Embodiment 6 | ????87.9 | ????99.2 |
| Embodiment 7 | ????80.1 | ????89.1 |
| Embodiment 8 | ????86.7 | ????63.4 |
| Embodiment 9 | ????85.4 | ????78.9 |
| Embodiment 10 | ????100 | ????55.7 |
Claims (3)
1, a kind of is raw material with phantol and diacetyl oxide, the method for preparing phanteine by esterification, esterification is carried out in the presence of catalyzer, the raw material molar ratio is a phantol: diacetyl oxide=1: (1～4), temperature of reaction is 5～45 ℃, and reaction pressure is a normal pressure, and the reaction times is 10～150min, catalyzer is a tosic acid, and catalyst consumption is 0.05～0.25wt% of reaction-ure mixture.
2, the method for preparing phanteine according to claim 1 is characterized in that described raw material molar ratio is a phantol: diacetyl oxide=1: (2～3).
3, the method for preparing phanteine according to claim 1 and 2 is characterized in that described temperature of reaction is 10～20 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03129214 CN1241897C (en) | 2003-06-12 | 2003-06-12 | Preparation method of linalyl acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03129214 CN1241897C (en) | 2003-06-12 | 2003-06-12 | Preparation method of linalyl acetate |
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| CN1566070A true CN1566070A (en) | 2005-01-19 |
| CN1241897C CN1241897C (en) | 2006-02-15 |
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| CN 03129214 Expired - Lifetime CN1241897C (en) | 2003-06-12 | 2003-06-12 | Preparation method of linalyl acetate |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007039245A1 (en) * | 2005-09-29 | 2007-04-12 | Dsm Ip Assets B.V. | Cleavage of alkynediols |
| CN101475468B (en) * | 2008-12-16 | 2011-12-07 | 江苏省原子医学研究所 | Method for preparing aliphatic alcohol ester by diphosphonic acid catalysis |
| CN102408335A (en) * | 2010-09-21 | 2012-04-11 | 中国科学院福建物质结构研究所 | Synthetic method of p-fluorophenyl acetate |
| CN102557933A (en) * | 2011-12-31 | 2012-07-11 | 江西省林业科学院 | Preparation method for high-purity opticity bergamio |
| CN106831470A (en) * | 2016-12-30 | 2017-06-13 | 杭州鑫富科技有限公司 | The preparation method of D panthenyl triacetates |
| CN113185401A (en) * | 2021-04-20 | 2021-07-30 | 金溪华香香料有限公司 | Synthesis process of linalyl acetate |
| CN113233983A (en) * | 2021-05-08 | 2021-08-10 | 大连工业大学 | Method for catalytically synthesizing linalyl acetate by using acidic deep eutectic solvent |
-
2003
- 2003-06-12 CN CN 03129214 patent/CN1241897C/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007039245A1 (en) * | 2005-09-29 | 2007-04-12 | Dsm Ip Assets B.V. | Cleavage of alkynediols |
| CN101475468B (en) * | 2008-12-16 | 2011-12-07 | 江苏省原子医学研究所 | Method for preparing aliphatic alcohol ester by diphosphonic acid catalysis |
| CN102408335A (en) * | 2010-09-21 | 2012-04-11 | 中国科学院福建物质结构研究所 | Synthetic method of p-fluorophenyl acetate |
| CN102557933A (en) * | 2011-12-31 | 2012-07-11 | 江西省林业科学院 | Preparation method for high-purity opticity bergamio |
| CN106831470A (en) * | 2016-12-30 | 2017-06-13 | 杭州鑫富科技有限公司 | The preparation method of D panthenyl triacetates |
| CN106831470B (en) * | 2016-12-30 | 2018-11-13 | 杭州鑫富科技有限公司 | The preparation method of D-pantothenyl aleohol triacetate |
| CN113185401A (en) * | 2021-04-20 | 2021-07-30 | 金溪华香香料有限公司 | Synthesis process of linalyl acetate |
| CN113233983A (en) * | 2021-05-08 | 2021-08-10 | 大连工业大学 | Method for catalytically synthesizing linalyl acetate by using acidic deep eutectic solvent |
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|---|---|
| CN1241897C (en) | 2006-02-15 |
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