HRID1013069

反应详情

EQUATION

反应方程式

HRID 1013069 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a solution of S(−)-α,α-diphenyl-2-pyrrolidinemethanol (500 mg, 2 mmol) and trimethylborate (0.27 ml, 2.4 mmol) in THF (20 mL) was added borane-dimethylsulfide complex (20 mL, 2M in THF, 40 mmol). The mixture was cooled to 0° C. and 1-pyridin-3-ylbutan-1-one was added dropwise over 4 h. The solution was stirred at RT overnight and then treated with 2M HCl (175 mL) and stirring continued for 4 h. The-volatiles were removed under reduced pressure and the resulting cloudy solution basified to pH 11 with aqueous ammonia. The product was extracted into ethyl acetate (3×100 mL) and the combined organic layers washed with brine (100 mL) and dried (Na2SO4). Removal of the solvent under reduced pressure afforded ˜3 g of product.

WORKUP

后处理

  1. stirringstirring
  2. waitcontinued for 4 h
  3. customThe-volatiles were removed under reduced pressure
  4. extractionThe product was extracted into ethyl acetate (3×100 mL)
  5. washthe combined organic layers washed with brine (100 mL)
  6. dry with materialdried (Na2SO4)
  7. customRemoval of the solvent under reduced pressure