Method for preparing methyl dihydrojasmonate

A technology of methyl dihydrojasmonate and dihydrojasmonic acid, which is applied in the field of synthesizing methyl dihydrojasmonate with organic zinc reagents, can solve the problems of complex production process, long synthesis route, and difficult preparation of raw materials , to achieve the effect of cheap and easy-to-obtain raw materials, low cost, and shorten the synthesis cycle
CN101519355AInactive Publication Date: 2009-09-02NORTHWEST NORMAL UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
NORTHWEST NORMAL UNIVERSITY
Publication Date
2009-09-02
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention provides a method for synthesizing methyl dihydrojasmonate. 2-pentyl cyclopentenone is adopted as a raw material; the raw material and allyl zinc bromide are subjected to 1,4-Michael addition to form 2-pentyl-3-allyl cyclopentanone; the 2-pentyl-3-allyl cyclopentanone is oxidized by sodium periodate in the presence of a ruthenium trichloride hexahydrate catalyst to synthesize dihydrojasmonic acid; and then the dihydrojasmonic acid is esterified to form the methyl dihydrojasmonate. The raw material of the method is cheap and low in cost; the process is simple and convenient in operation; the reaction conditions are mild and easy to control; the synthesis route is short and the synthesis period is reduced greatly; and the reaction product is single, high in yield (up to 65 to 85 percent), less in environmental pollution, and environmentally-friendly.
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Description

technical field

[0001] The invention belongs to the technical field of organic synthesis, and relates to a method for synthesizing methyl dihydrojasmonate, in particular to a method for synthesizing methyl dihydrojasmonate by using an organic zinc reagent. Background technique

[0002] Methyl dihydrojasmonate is the latest synthesized jasmone-like compound and is a very important spice in the modern perfume industry. Methyl dihydrojasmonate is a colorless to pale yellow liquid with a strong jasmine aroma and a fresh orchid-like fragrance. It volatilizes slowly and gently, and the fragrance lasts for a long time. Its structural formula is as follows:

[0003]

[0004] Methyl dihydrojasmonate is insoluble in water, but soluble in organic solvents such as ethanol. It can be directly used as a fragrance without preparation to prepare artificial jasmine oil; it can also be used as a synergist for food flavors in fragrance flavors; this fragrance not only has a fresh and eleg...

Claims

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