Method for preparing 17beta-cyano-17alpha-hydroxy-9-dehydroandrostenedione

A technology of drostenedione and hydroxyl, which is applied in the field of preparation of 17β-cyano-17α-hydroxy-9-dhydroandrostenedione, which can solve the problem of large amount of three wastes, difficult treatment of cyanide-containing wastewater, low yield, etc. problem, to achieve the effect of continuous production process, easy process chain control, and high mass and heat transfer efficiency

Inactive Publication Date: 2020-06-23
台州仙琚药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] (1) Carry out under traditional tank reaction conditions, the reaction time is long, the selectivity is poor, and the yield is low
[0005] (2) The amount of alkaline reagent is large, the treatment of cyanide-containing wastewater is difficult, the post-processing is troublesome, the organic solvent is difficult to recycle, the amount of three wastes is large, and the hidden dangers of environmental protection are increased
[0006] (3) The amount of online reaction materials in the kettle reaction is large, and the cyano group is unstable under alkaline conditions, and it is easy to introduce additional impurities in the reaction process

Method used

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  • Method for preparing 17beta-cyano-17alpha-hydroxy-9-dehydroandrostenedione

Examples

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Effect test

Embodiment 1

[0024] Such as figure 1 As shown, 9-dehydroandrostenedione (100mmol, 28.4g) was dissolved in 600mL methanol and placed in storage bottle A; acetone cyanohydrin (200mmol, 17g) was dissolved in 600mL methanol and placed in storage bottle B . The materials of storage bottle A and storage bottle B are conveyed by metering pumps respectively, enter the mixer for mixing, and the mixed raw material liquid continuously enters the tubular reactor for cyanohydrinization reaction (the inner diameter of the pipeline is 0.31cm, the length of the pipeline is 5m, and the inner diameter of the pipeline is 5m. Fill with strong basic ion exchange resin, seal both ends with Floxacin, control the molar flow ratio of 9-dehydroandrostenedione: acetone cyanohydrin to 1:2), keep the temperature of the tubular reactor at 25°C, mix The residence time of the raw material liquid in the tubular reactor is 2h. The feed liquid after the reaction enters the receiving bottle C, and after the feed liquid in ...

Embodiment 2

[0027] 9-Dehydroandrostenedione (100mmol, 28.4g) was dissolved in 600mL tetrahydrofuran and placed in storage bottle A; acetone cyanohydrin (200mmol, 17g) was dissolved in 600mL tetrahydrofuran and placed in storage bottle B. The materials of storage bottle A and storage bottle B are conveyed by metering pumps respectively, enter the mixer for mixing, and the mixed raw material liquid continuously enters the tubular reactor for cyanohydrinization reaction (the inner diameter of the pipeline is 0.31cm, the length of the pipeline is 5m, and the inner diameter of the pipeline is 5m. Fill with strong basic ion exchange resin, seal both ends with Floxacin, control the molar flow ratio of 9-dehydroandrostenedione: acetone cyanohydrin to 1:2), keep the temperature of the tubular reactor at 25°C, mix The residence time of the raw material liquid in the tubular reactor is 2h. The feed liquid after the reaction enters the receiving bottle C, and after the feed liquid in the receiving bo...

Embodiment 3

[0029] 9-Dehydroandrostenedione (100mmol, 28.4g) was dissolved in 600mL acetone and placed in storage bottle A; acetone cyanohydrin (200mmol, 17g) was dissolved in 600mL acetone and placed in storage bottle B. The materials of storage bottle A and storage bottle B are conveyed by metering pumps respectively, enter the mixer for mixing, and the mixed raw material liquid continuously enters the tubular reactor for cyanohydrinization reaction (the inner diameter of the pipeline is 0.31cm, the length of the pipeline is 5m, and the inner diameter of the pipeline is 5m. Fill with strong basic ion exchange resin, seal both ends with Floxacin, control the molar flow ratio of 9-dehydroandrostenedione: acetone cyanohydrin to 1:2), keep the temperature of the tubular reactor at 25°C, mix The residence time of the raw material liquid in the tubular reactor is 2h. The feed liquid after the reaction enters the receiving bottle C, and after the feed liquid in the receiving bottle is received...

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Abstract

The invention discloses a method for preparing 17 beta-cyano-17 alpha-hydroxy-9-dehydroandrostenedione. The method comprises the following steps: (1) dispersing 9-dehydroandrostenedione (I) and acetone cyanohydrin (II) into an organic solvent; (2) carrying out a cyanohydrination reaction on the obtained mixed raw material liquid in a tubular reactor filled with strongly basic ion exchange resin, and (3) carrying out post-treatment on the material liquid after the cyanohydrination reaction to obtain 17beta-cyano-17alpha-hydroxy-9-dehydroandrostenedione (III), the reaction formula of which is shown in the specification.

Description

technical field [0001] The present invention relates to a method for preparing 17β-cyano-17α-hydroxyl-9-dehydroandrostenedione. Background technique [0002] 17β-cyano-17α-hydroxy-9-dehydroandrostenedione is an important intermediate in the synthesis of steroid hormone drug hydrocortisone. Clinically, in addition to being used in the treatment of adrenal insufficiency, hydrocortisone also has a certain relieving effect on rheumatoid arthritis, gout, chronic nephritis, systemic lupus erythematosus and other diseases. [0003] At present, the synthesis of 17β-cyano-17α-hydroxy-9-dhydroandrostenedione is mainly realized by the cyanhydration reaction with acetone cyanohydrin under the catalysis of base, using 9-dhydroandrostenedione as raw material (Bull. Chem. Soc. Jpn., 58, 978-980; CN104497089A; CN107286216A; CN104402956B). Adopting this method to prepare 17β-cyano-17α-hydroxyl-9-dhydroandrostenedione mainly has the following problems: [0004] (1) Carry out under the trad...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J41/00B01J8/06
CPCB01J8/06C07J41/0094
Inventor 陈凯潘建洪方从申
Owner 台州仙琚药业有限公司
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