HRID591020
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
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
- customThe organic layer was separated
- washwashed with hydrochloric acid aqueous solution 1N, brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customevaporated under reduced pressure
- customThe residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 95/5))