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HRID1606342

反应详情

EQUATION

反应方程式

HRID 1606342 的结构方程式

REACTANTS

反应物

4
结构：Br
HCID260

Hydrogen Bromide

BrH

结构：O
HCID962

Water

H2O

结构：BrBr
HCID24408

Bromine

Br2

结构：CO[C@H]1C[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CC[C@H](C(C)=O)[C@@]4(C)CC(=O)[C@@H]32)C[C@@H]1O
HCID86733129

未命名化合物

PRODUCTS

生成物

1
结构：CO[C@H]1C[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CC[C@H](C(=O)CBr)[C@@]4(C)CC(=O)[C@@H]32)C[C@@H]1O
HCID86733284

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CC(=O)O
催化剂HCID176

Acetic Acid

C2H4O2

结构：CO
溶剂HCID887

Methanol

CH4O

2 次

PROCEDURE

实验过程

A solution of 3α-hydroxy-2β-methoxy-5α-pregnane-11,20-dione (2g.) in methanol (15 ml.) was treated with hydrobromic acid in glacial acetic acid (3 drops). The mixture was stirred at room temperature and bromine (530 mg.) in methanol (1.45 ml.) was added dropwise over a period of 30 minutes. The mixture was stirred for a further 30 minutes and poured into water, stirred, filtered, washed with water and dried. Purification by preparative tlc, followed by crystallisation from ethyl acetate and petrol gave the title compound (250mg) as colourless plates; m.p. 185°-188° [α]D + 104°.

WORKUP

后处理

  1. stirringThe mixture was stirred for a further 30 minutes
  2. stirringstirred
  3. filtrationfiltered
  4. washwashed with water
  5. customdried
  6. customPurification by preparative tlc
  7. customfollowed by crystallisation from ethyl acetate and petrol