HRID860423

反应详情

EQUATION

反应方程式

HRID 860423 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To a solution of ethyl 7-chloro-7-oxoheptanoate (1.31 g) in dichloromethane (25 mL) was added a solution of 2-(trimethylsilyl)-1,3-thiazole (500 mg) in dichloromethane (5 mL) under nitrogen. After stirring for 3 hours, the reaction was quenched by adding saturated sodium bicarbonate (5 mL). The mixture was partitioned between ethyl acetate (30 mL) and saturated sodium bicarbonate (30 mL), and the organic layer was washed with brine, dried over magnesium sulfate, and evaporated to give a colorless oil. Flash silica gel column chromatography eluting with ethyl acetate-hexane=1-10 to 2-5 afforded ethyl 7-oxo-7-(1,3-thiazol-2-yl)heptanoate as a colorless oil (778 mg).

WORKUP

后处理

  1. customthe reaction was quenched
  2. additionby adding saturated sodium bicarbonate (5 mL)
  3. customThe mixture was partitioned between ethyl acetate (30 mL) and saturated sodium bicarbonate (30 mL)
  4. washthe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. customto give a colorless oil
  8. washFlash silica gel column chromatography eluting with ethyl acetate-hexane=1-10 to 2-5 afforded ethyl 7-oxo-7-(1,3-thiazol-2-yl)heptanoate as a colorless oil (778 mg)