huagongshe.com
HRID855481

反应详情

EQUATION

反应方程式

HRID 855481 的结构方程式

REACTANTS

反应物

4
结构：Cc1ccc(S(=O)(=O)O)cc1
HCID6101

4-Methylbenzenesulfonic acid

C7H8O3S

结构：NS(=O)(=O)c1ccc(C(=O)O)cc1
HCID8739

Carzenide

C7H7NO4S

结构：O=C([O-])O.[Na+]
HCID516892

Sodium Bicarbonate

CHNaO3

结构：C[C@@H]1CC2=CC(=O)CC[C@@H]2[C@@H]2[C@@H]1[C@@H]1CC[C@H](O)[C@@]1(C)C[C@@H]2F
HCID9904638

未命名化合物

PRODUCTS

生成物

1
结构：C[C@@H]1CC2=CC(=O)CC[C@@H]2[C@@H]2[C@@H]1[C@@H]1CC[C@H](OCc3ccc(S(N)(=O)=O)cc3)[C@@]1(C)C[C@@H]2F
HCID69333501

未命名化合物

收率 38.9%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：c1ccncc1
溶剂HCID1049

Pyridine

C5H5N

PROCEDURE

实验过程

A solution of 500 mg of 11β-fluoro-17β-hydroxy-7α-methylestr-4-en-3-one in 7.5 ml of pyridine was mixed at room temperature with 750 mg of 4-sulfamoylbenzoic acid, 800 mg of N,N-dicyclohexylcarbodiimide as well as 125 mg of p-toluenesulfonic acid and stirred for 8.5 hours. Then, it was added to sodium bicarbonate solution, extracted four times with dichloromethane, washed neutral, dried on sodium sulfate, concentrated by evaporation in a vacuum, and chromatographed on silica gel with dichloromethane/acetone. 302 mg of 11β-fluoro-17β-(4-sulfamoylbenzoxy)-7α-methylestr-4-en-3-one with a melting point of 232° C. was obtained. [α]D=+100.5° (CHCl3).

WORKUP

后处理

  1. extractionextracted four times with dichloromethane
  2. washwashed neutral
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation in a vacuum
  5. customchromatographed on silica gel with dichloromethane/acetone