反应详情

To a solution of 9.03 g of the above crude N-allyl-N-(3-furylmethyl)-2-chloroethylamine in 200 ml of tetrahydrofuran, 63.8 ml (102 mmol) of 1.6 M n-butyl lithium hexane was added under ice-cooling, followed by stirring at room temperature for 4 hours. The reaction mixture was poured into aqueous sodium hydroxide and extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=9/1) to yield 5-allyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridine.

1. temperaturecooling
2. extractionextracted with dichloromethane 3 times
3. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
4. distillationthe solvent was distilled off under reduced pressure
5. customThe resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=9/1)