HRID591020

反应详情

EQUATION

反应方程式

HRID 591020 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

Under a nitrogen atmosphere, aluminium chloride (1.46 g, 11 mmol) was added per portions at 0° C. to a solution of 3-bromo-2,5-dimethylthiophene (17b) (1.05 g, 5.49 mmol) and ethyl chlorooxoacetate (614 μL, 5.5 mmol) in dichloromethane (12 mL). After 2 hours of vigorous stirring, the reaction mixture was slowly hydrolyzed at 0° C. with water. The organic layer was separated, washed with hydrochloric acid aqueous solution 1N, brine, dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 95/5)) to afford the desired keto-ester (17c) as a orange solid (630 mg, 2.16 mmol, 39%).

WORKUP

后处理

  1. customThe organic layer was separated
  2. washwashed with hydrochloric acid aqueous solution 1N, brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 95/5))