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HRID2231995

反应详情

EQUATION

反应方程式

HRID 2231995 的结构方程式

REACTANTS

反应物

3
结构：CS(C)=O
HCID679

Dimethyl sulfoxide

C2H6OS

结构：CC(=O)O[C@]1(C(C)=O)CC[C@H]2[C@@H]3[C@@H]4O[C@@H]4C4=CC(=O)OC[C@]4(C)[C@H]3CC[C@@]21C
HCID14695738

未命名化合物

结构：F.[K]
HCID53443437

未命名化合物

PRODUCTS

生成物

1
结构：CC(=O)O[C@]1(C(C)=O)CC[C@H]2[C@@H]3C=C(F)C4=CC(=O)OC[C@]4(C)[C@H]3CC[C@@]21C
HCID14695740

未命名化合物

收率 19.9%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：O
溶剂HCID962

Water

H2O

CONDITIONS

反应条件

温度
140 °C

PROCEDURE

实验过程

A mixture of 100 mg of 17α-acetoxy-6α,7α-epoxy-2-oxa-4-pregnene-3,20-dione, 200 mg of potassium hydrogen fluoride and 1 ml of dimethyl sulfoxide was heated at 140° C. for 20 minutes. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium hydrogen carbonate, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by TLC [developing solvent: chloroform/acetone (50/1)] to give 20 mg of 17α-acetoxy-6-fluoro-2-oxapregna-4,6-diene-3,20-dione.

WORKUP

后处理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with a saturated aqueous solution of sodium hydrogen carbonate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customthe crude product was purified by TLC [developing solvent: chloroform/acetone (50/1)]