HRID1643

反应详情

EQUATION

反应方程式

HRID 1643 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

100 mg of this ester were dissolved in 5 ml of absolute tetrahydrofuran and treated under argon with 104 mg of tetrakis-(triphenylphosphine)-palladium and 61 mg of tributyltin hydride. After stirring at room temperature for 30 min., the reaction mixture was poured on to ice/saturated ammonium chloride solution, acidified with 1N hydrochloric acid and extracted with ethyl acetate. The dark oil obtained after drying and evaporation was purified by chromatography (RP18-LiChroprep, acetonitrile) and recrystallization from ethyl acetate. There were obtained 21 mg of 6-[3-adamantan-1-yl-4-(tert-butyl-dimethyl-silanyloxy)-benzoyloxy]-nicotinic acid in colorless crystals, m.p. 188°-190° C.

WORKUP

后处理

  1. additionthe reaction mixture was poured on to ice/saturated ammonium chloride solution
  2. extractionextracted with ethyl acetate
  3. customThe dark oil obtained
  4. customafter drying
  5. customevaporation
  6. customwas purified by chromatography (RP18-LiChroprep, acetonitrile) and recrystallization from ethyl acetate