HRID992916

反应详情

EQUATION

反应方程式

HRID 992916 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
-70 °C

PROCEDURE

实验过程

Ethyl 2,3-dihydroimidazo[2,1-b]thiazole-6-carboxylate (4.2 g; 21.21 mmol) was dissolved in dry dichloromethane (150 ml) and cooled to −70° C. under a stream of dry argon. This solution was treated with a solution of diisobutylaluminium hydride in toluene (1.5M, 26.9 ml, 2 equivalents) over 40 minutes at −70° C. The reaction mixture was stirred at −70° C. for a further 0.5 h. Water (10 ml) was added and the mixture stirred at ambient temperature for 0.5 hr. The mixture was acidified with 5M HCl, filtered through a celite pad and the pad further washed with dichloromethane. The combined organic extracts were dried over anhydrous magnesium sulphate and evaporated to dryness. Chromatography on silica gel, eluting with ethyl acetate, gave the title compound (1.4 g, 43%).

WORKUP

后处理

  1. stirringthe mixture stirred at ambient temperature for 0.5 hr
  2. filtrationfiltered through a celite pad
  3. washthe pad further washed with dichloromethane
  4. dry with materialThe combined organic extracts were dried over anhydrous magnesium sulphate
  5. customevaporated to dryness
  6. washChromatography on silica gel, eluting with ethyl acetate