huagongshe.com
HRID28343

反应详情

EQUATION

反应方程式

HRID 28343 的结构方程式

REACTANTS

反应物

3
结构：O
HCID962

Water

H2O

结构：COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
HCID87949

p-Anisyldithiophosphonic anhydride

C14H14O2P2S4

结构：COc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
HCID440624

未命名化合物

PRODUCTS

生成物

1
结构：COc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=S)CC[C@@H]12
HCID11594854

未命名化合物

收率 36%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：Cc1ccccc1
溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of 1.09 g (3.63 mmol) of 3-hydroxy-2-methoxy-estra-1,3,5(10)-trien-17-one in 60 ml of toluene (abs.) was mixed with 3.7 g of Lawesson's reagent, and it was refluxed for four hours. After water was added, it was extracted with dichloromethane (3×), and the combined organic phases were washed with water, dried on sodium sulfate, and concentrated by evaporation in a rotary evaporator. Flash chromatography (n-hexane/ethyl acetate) yielded 412 mg (36%) of the desired product as yellow crystals.

WORKUP

后处理

  1. temperaturewas refluxed for four hours
  2. extractionit was extracted with dichloromethane (3×)
  3. washthe combined organic phases were washed with water
  4. customdried on sodium sulfate
  5. concentrationconcentrated by evaporation in a rotary evaporator