Method for synthesizing 8-acetoxyl octaldehyde

A technology of acetoxy octanal and acetoxy octanol is applied in the synthesis field of 8-acetoxy octanal, an important intermediate of 10-hydroxy-2-decenoic acid, and can solve the influence of residual solvent and the influence of subsequent reactions , difficulties in suction filtration, etc., to achieve the effect of simplified process synthesis route, mild reaction conditions, and economical and easy-to-obtain raw materials
CN103274933BInactive Publication Date: 2015-04-08NANJING NORMAL UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
NANJING NORMAL UNIVERSITY
Publication Date
2015-04-08
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention relates to a method for synthesizing 8-acetoxyl octaldehyde, which is an important midbody of a functional food additive 10-hydroxy-2-decenoic acid. The method is characterized in that 1,8-octylene glycol reacts with acetic acid in a dimethoxyethane (DME) solvent under the catalysis of sodium hydrogen sulfate to generate 8-acetoxyl octanol, and oxidizing 8-acetoxyl octanol under the action of 4-hydroxy-2, 2, 6, 6- tetramethyl piperidine nitrogen oxides (4-hydroxy TEMPO) to generate 8-acetoxyl octaldehyde. The method optimizes the existing synthetic route, the design synthesis is carried out in the selective esterification step, and the oxidant 4-hydroxy TEMPO with excellent performance is selected for the oxidation reaction. The method has the advantages that the raw material is economical and easily available, the reaction condition is moderate, the product is easy to purify, the reaction yield is high, environmental friendliness and simplicity in operation can be achieved; and therefore the method is applicable to the industrial production.
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Description

technical field

[0001] The invention belongs to the field of chemical synthesis, and in particular relates to a synthesis method of 8-acetoxy octanal, an important intermediate of 10-hydroxy-2-decenoic acid. Background technique

[0002] 10-Hydroxy-2-decenoic acid, referred to as 10-HDA, is a highly active substance contained in royal jelly. According to reports, 10-HDA has a variety of physiological activities, and it has various effects such as enhancing immunity, anti-cancer, antibacterial, anti-inflammatory, anti-ulcer, and lowering blood fat. The structure of this compound is as follows:

[0003]

[0004] Scholars at home and abroad believe that 10-HDA is a unique functional component in royal jelly, and it is the most reliable detection method to identify the authenticity of royal jelly. At present, 10-HDA is widely used in health care products and beverages, and the demand is very large. The physical extraction of 10-HDA from royal jelly is far from meeting the ...

Claims

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