Novel synthesis technology of 7-dehydrocholesterol

A dehydrocholesterol, new synthesis technology, applied in the direction of steroids, organic chemistry, etc., can solve the problems of many production steps, low efficiency, many side reactions, etc., and achieve significant economic and social benefits.

Inactive Publication Date: 2012-06-06
薛家禄
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Problems solved by technology

[0003] (1) Since cholesterol is extracted from lanolin or brainstem, it will contain many by-products. The existing technology uses bromine, which has many side reactions and poor quality
And many steps need to be added to remove brominated by-products, so the ac

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0028] 1 Esterification reaction:

[0029] Cholesterol + Benzoyl Chloride → Cholesterol Benzoate

[0030] The synthesis of cholesteryl benzoate is carried out in two steps, one is the synthesis of benzoyl chloride, and the other is the synthesis of cholesteryl benzoate with benzoyl chloride and cholesterol as raw materials. The specific implementation plan is as follows:

[0031] React freshly steamed thionyl chloride with benzoic acid at room temperature at 50±5°C for 1 hour (the molar ratio of thionyl chloride to benzoic acid is 1.05:1), then raise the temperature to 90°C for 2 hours. Excessive thionyl chloride was distilled off at normal pressure, and then benzoyl chloride was distilled off under reduced pressure as the raw material for the next reaction.

[0032] Dissolve cholesterol in dry benzene, add pyridine [W cholesterol (g): V benzene (ml): V pyridine (ml) = 1:4:1], then add a certain amount of benzoyl chloride, and react at room temperature 15 minutes, then slow...

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PUM

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Abstract

A novel synthesis technology of 7-dehydrocholesterol employs an esterification reaction, a high positioning brominated reaction, a de-bromination reaction and saponification hydrolysis. The high positioning brominated reaction of the technology employs a high positioning brominated agent N-brominated succimide (NBS), which has advantages of high positioning, high active bromine content, good storage stability and thrift for usage. The brominated agent can reduce side reaction and by-product and omit many steps for removing brominated by-products. Besides, the technology employs a benzoyl chloride esterification method, has simple production technology and small equipment investment and is easy for operation. According to the innovative technology, a yield reaches 75%, which is 50% higher than a yield of 25% of other manufacturer; and a product content reaches 98%, which is 3% higher than a product content of 95% of an prior art.

Description

technical field [0001] The invention relates to the field of biochemical industry, in particular to a new synthesis process of 7-dehydrocholesterol. technical background [0002] At present, the techniques for producing 7-dehydrocholesterol at home and abroad all adopt acetic anhydride method, oxidation method, hydrazone method, and dehydrazone method. The main problems with this method are: [0003] (1) Since cholesterol is extracted from lanolin or brainstem, it will contain many by-products. The existing technology uses bromine, which has many side reactions and poor quality. And many steps need to be added to remove the brominated by-products, so the actual production steps of the original process are numerous. [0004] (2) Adopt the above method to produce 7-dehydrocholesterol, the production process is very complicated, unsuitable for operation, equipment investment is large, and efficiency is very low. Contents of the invention [0005] The new synthesis process ...

Claims

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Application Information

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IPC IPC(8): C07J9/00
Inventor 薛家禄马志军
Owner 薛家禄
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