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A kind of ε-lactone type fragrance compound and preparation method thereof

A compound and fragrance technology, applied in the direction of organic chemistry, can solve the problems of high cost, low yield, difficulty in ε-lactone type fragrance compounds, etc., and achieve remarkable technological progress

Active Publication Date: 2017-05-31
CHINA GATEWAY PHARMA DEV CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Aiming at the technical problems in the prior art, the present invention provides an ε-lactone type fragrance compound and its preparation method. The described ε-lactone type fragrance compound and its preparation method solve the problem of the preparation method in the prior art. Difficult, high cost and low yield technical problems of ε-lactone type fragrance compounds

Method used

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  • A kind of ε-lactone type fragrance compound and preparation method thereof
  • A kind of ε-lactone type fragrance compound and preparation method thereof
  • A kind of ε-lactone type fragrance compound and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0032] A kind of synthetic method of n-heptyl acrylate compound, concrete steps are as follows:

[0033] In a 100ml round bottom flask, add 17.32g (0.19mol) of anhydrous toluene, 4.9g (0.01mol) of p-toluenesulfonic acid, 7.245g (0.10mol) of acrylic acid, 14.55g (0.13mol) of n-heptanol in Magnetic stirring and reflux at 110°C for 8 hours of reaction; after the reaction was completed, the reaction solution was cooled to room temperature, saturated aqueous sodium bicarbonate solution was added to the reaction solution, the organic phase was extracted with ethyl acetate, and the organic phase was washed three times with saturated brine. Anhydrous magnesium sulfate was dried, and the solvent was removed by rotary evaporation with a rotary evaporator. The product was obtained by thin layer chromatography. The eluent was PE:EA=8:1. The pure product was collected to finally obtain 13.80ml of transparent colorless liquid. The rate is 71.4%.

[0034] The transparent colorless liquid ob...

Embodiment 2

[0038] The synthetic method of above-mentioned a kind of epsilon-propionic acid n-heptyl-epsilon-caprolactone compound, concrete steps are as follows:

[0039] Add 1.42g (0.01mol) disodium hydrogen phosphate solid into a 50ml three-necked flask, nitrogen replacement three times, inject 13.25g (0.16mol) dichloromethane, under magnetic stirring, inject 2.21g (0.013mol) n-heptyl acrylate, 0.97 g (0.0064mol) 1-pyrrolidine-1-cyclohexene, after stirring for 30 minutes, slowly inject 0.86g (0.005mol) m-chloroperoxybenzoic acid solution dissolved in 13.25g (0.16mol) methylene chloride, in Complete within 10 minutes, under magnetic stirring, react for 4 hours; after the reaction is completed, put the three-neck flask into ice water to cool, add 15ml of normal temperature saturated sodium bicarbonate aqueous solution to the reaction solution to wash once, and wash twice with 30ml saturated sodium thiosulfate aqueous solution , washed twice with 95ml of 5% sodium hydroxide aqueous soluti...

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Abstract

The invention discloses an epsilon-lactone-type perfume compound. The epsilon-lactone-type perfume compound has a structural formula shown in the following description. The invention discloses a preparation method of the epsilon-lactone-type perfume compound. The preparation method comprises that an acid compound and an alcohol compound as raw materials undergo an esterification reaction in an organic solvent in the presence of an acid catalyst to produce an n-heptyl acrylate compound, and the n-heptyl acrylate compound and an alkene compound as raw materials undergo addition and Baeyer-Villiger oxidation reactions in an organic solvent in the presence of an alkali catalyst and an acid catalyst to produce an epsilon-n-heptyl acrylate-epsilon-caprolactone compound. The novel epsilon-lactone-type perfume compound has a specific mellow and sweet rice wine fragrance and is the latest research result of the epsilon-lactone-type compound with a specific fragrance at home and abroad.

Description

technical field [0001] The invention belongs to the field of chemical industry, and in particular relates to a lactone type fragrance compound, specifically an ε-lactone type fragrance compound and a preparation method thereof. Background technique [0002] Lactone-type fragrance compounds are ubiquitous in nature, and most of the lactone-type fragrance compounds can be obtained in nature. They are widely used in the formulation of food flavors and daily chemical flavors. They can be used as the main fragrance of flavors or as ingredients . Most of the lactone-type fragrance compounds have a low threshold value, so they are used sparingly in flavor formulations and have a strong aroma. The research on lactone-type fragrance compounds at home and abroad is generally on: γ-lactone-type fragrance compounds, δ-lactone-type fragrance compounds, and macrolide-type fragrance compounds. Among them, the γ-lactone type fragrance presents an obvious fruity aroma, the δ-lactone type f...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D313/04
CPCC07D313/04
Inventor 易封萍黄俐
Owner CHINA GATEWAY PHARMA DEV CO LTD
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