反应详情

To 200 ml of 1,2-dichloroethane were added 9.65 g (44 mmol) of 3-(1-acetylpiperidin-4-yl)propionic acid chloride and 10.65 g (89 mmol), of 2,3-dihydrobenzofuran. To the mixture was added 12.82 g (96 mmol) of aluminum chloride in limited amounts, then the mixture was stirred for 3 hours at room temperature. The reaction mixture was poured into ice-water, which was subjected to extraction with methylene chloride. Organic layers were combined and washed with water and dried over anhydrous sodium sulfate, followed by distilling off the solvent. The residue was purified by means of a silica gel column chromatography (ethyl acetate) to give 10.47 g (78%) of 5-[3-(1-acetylpiperidin-4-yl)-1-oxopropyl]-2,3-dihydrobenzofuran. Recrystallization from methylene chloride--diethyl ether gave colorless needles, m.p. 93°-95° C.

1. extractionwas subjected to extraction with methylene chloride
2. washwashed with water
3. dry with materialdried over anhydrous sodium sulfate
4. distillationby distilling off the solvent
5. customThe residue was purified by means of a silica gel column chromatography (ethyl acetate)