HRID1606484

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14797

Potassium hydroxide

HKO

结构：CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2C(=O)C[C@]2(C)C(C(C)=O)=CC[C@@H]32)C1

HCID227102

Pregn-16-ene-11,20-dione, 3-(acetyloxy)-, (3β,5α)-

C23H32O4

PRODUCTS

生成物

结构：CC(=O)C1=CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3C(=O)C[C@]12C

HCID70583429

未命名化合物

收率 77.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

2 次

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

A solution of 3β-acetoxy-5α-pregn-16-ene-11,20-dione (25.7 g.) in dioxan (500 ml.) was treated with potassium hydroxide (10 g.) and water (250 ml.) and the mixture allowed to stand at room temperature for 1 hour. After a further 1 hour at 40° the mixture was diluted with water and the product filtered off. The crude material was dissolved in chloroform and filtered through a column of grade III neutral alumina. Crystallisation from acetone-petrol gave pure 3β-hydroxy-5α-pregn-16-ene-11,20-dione (17.65 g.) as small plates m.p. 217.5°, [α]D + 82.9°. (c 1.1)

WORKUP

后处理

filtrationthe product filtered off
dissolutionThe crude material was dissolved in chloroform
filtrationfiltered through a column of grade III neutral alumina
customCrystallisation from acetone-petrol