反应详情

Cyclopentanecarboxylic acid chloride, prepared from 100 mmol cyclopentanecarboxylic acid and 120 mmol of thionyl chloride, was dissolved in 100 mL of methylene chloride, and the solution was cooled in an ice bath. Thiophene (13.4 mL, 100 mmol) and SnCl4 (25 mL of a 1M solution in methylene chloride) were added. The reaction was warmed to room temperature and stirred for 72 hours. The reaction was quenched with 1 N HCl, and the mixture was extracted with three portions of methylene chloride. The organic extract was washed with satd aqueous NaHCO3, was dried over MgSO4, and filtered through a pad of silica gel. The solvent was removed by rotary evaporation to give 12.28 g of crude product, which was used without further purification.

1. temperaturethe solution was cooled in an ice bath
2. customThe reaction was quenched with 1 N HCl
3. extractionthe mixture was extracted with three portions of methylene chloride
4. extractionThe organic extract
5. washwas washed with satd aqueous NaHCO3
6. dry with materialwas dried over MgSO4
7. filtrationfiltered through a pad of silica gel
8. customThe solvent was removed by rotary evaporation