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Synthesis method of raspberry ketone

A technology of raspberry ketone and a synthesis method, which is applied in the field of preparation of synthetic fragrances, can solve the problems of poor quality, increased material viscosity, low purity of finished raspberry ketone and the like, and achieves the effect of improving yield and quality

Active Publication Date: 2014-12-10
山东裕滨新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, the raspberry ketone synthesized by anisyl acetone demethylation process will be accompanied by a large amount of by-products
This is because the hydroxyl group of raspberry ketone interacts with the a-hydrogen of anisyl acetone (or itself) to form a variety of polymerization by-products, which makes the color of the reactant black and the viscosity of the material larger, resulting in further separation difficulties , raspberry ketone product has low purity and poor quality

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 120 grams of anisyl acetone, 60 grams of 95% acetic acid, and 3 grams of 2,6-di-tert-butylphenol into the reaction flask, raise the temperature to 105°C while stirring, add 232 grams of 48% hydrobromic acid dropwise, drop within 1 hour use up. The reaction was continued at 105°C for 2.5 hours. Stop heating, add 300 milliliters of water, naturally cool to 50 ℃. 150 ml of ethyl acetate was slowly added to extract raspberry ketone in the aqueous layer. Repeat three times, combine three ethyl acetate extracts, wash with saturated sodium carbonate solution until neutral. Distill 280 ml of ethyl acetate under normal pressure at 50-52°C, distill under reduced pressure at 1 mmHg, distill 39 grams of anisyl acetone at 136-148°C, and distill 67.67 grams of raspberry ketone at 148-149°C. The raspberry ketone content is 99.54%, and the yield is 76.44%.

Embodiment 2

[0022] Add 120 grams of anisyl acetone, 240 grams of 95% acetic acid, and 6 grams of p-isopropylphenol into the reaction flask, heat up to 105°C with stirring, add 360 grams of 48% hydrobromic acid dropwise, and finish dropping within 2 hours. The reaction was continued at 105°C for 3 hours. Stop heating, add 300 milliliters of water, and naturally cool to 50°C. 150 ml of ethyl acetate was slowly added to extract the raspberry ketone in the aqueous layer. Repeat three times, combine three ethyl acetate extracts, wash with saturated sodium carbonate solution until neutral. Ethyl acetate was distilled under normal pressure at 50-52°C, under reduced pressure at 1mmHg, 42 grams of anisyl acetone was distilled at 136-148°C, and 72.6 grams of raspberry ketone was distilled at 148-149°C. The content of raspberry ketone is 99.60%, and the yield is 85.16%.

Embodiment 3

[0024] Add 120 grams of anisyl acetone, 240 grams of 95% acetic acid, and 8 grams of p-cresol into the reaction flask, heat up to 105° C. with stirring, add dropwise 250 grams of 48% hydrobromic acid, and drop it off within 2.5 hours. The reaction was continued at 105°C for 2 hours. Stop heating, add 300 milliliters of water, and naturally cool to 50°C. 150 ml of ethyl acetate was slowly added to extract the raspberry ketone in the aqueous layer. Repeat three times, combine three ethyl acetate extracts, wash with saturated sodium carbonate solution until neutral. Distill ethyl acetate under normal pressure at 50-52°C, distill under reduced pressure at 1mmHg vacuum, distill 40 grams of anisyl acetone at 136-148°C, and distill 45.1 grams of raspberry ketone at 148-149°C. The raspberry ketone content is 99.54%, and the yield is 61.62%.

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PUM

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Abstract

The invention discloses a synthesis method of raspberry ketone. The synthesis method comprises the following steps: dropping hydrobromic acid to anisyl acetone which serves as an initial raw material at 103-108 DEG C in presence of an acetic acid medium and catalyst alkyl phenol, conducting an alkyl phenol reaction, extracting a reactant through ethyl acetate and distilling to obtain more than 99.5% of finished raspberry ketone. According to the synthesis method disclosed by the invention, by adding the catalyst, further polymerization between the generated raspberry ketone and anisyl acetone is stopped, thus improving the product yield and quality.

Description

technical field [0001] The present invention relates to a kind of preparation method of synthetic fragrance, particularly relate to a kind of synthetic method of raspberry ketone. Background technique [0002] Raspberry ketone, also known as raspberry ketone and rubus ketone, is the main aroma component in the fruits of raspberry, raspberry and other plants in the Rosaceae family. The chemical name of raspberry ketone is 4-p-hydroxyphenyl-2-butanone, the molecular weight is 164.20, it is a needle-like white crystal at room temperature, the melting point is 82-84°C, it is easily soluble in ethanol and other organic solvents, almost insoluble in water, and is edible in the United States. Synthetic flavors approved for use as safe food by the Fragrance Manufacturers Association and Council of Europe (FEMA No.2588). [0003] Raspberry ketone is widely used in food, cosmetics and daily chemicals, and can also be used to synthesize medicines and dyes, and it is also an insect att...

Claims

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Application Information

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IPC IPC(8): C07C49/245C07C45/65
CPCC07C45/65C07C45/80C07C45/82C07C49/245
Inventor 陈天度项正荣
Owner 山东裕滨新材料有限公司
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