反应详情

A solution of 2.70 g of 1-t-butoxycarbonyl-3-{2-[4-(3-methoxyphenyl)butyl]phenoxymethyl}piperidine [prepared as described in Example 82(a)] in 25 ml of tetrahydrofuran was added dropwise to a mixture of 0.450 g of lithium aluminum hydride in 30 ml of tetrahydrofuran, whilst ice-cooling and stirring, and the mixture was stirred at room temperature for 30 minutes and then stirred whilst heating under reflux for 2 hours. At the end of this time, the reaction mixture was cooled, and sodium sulfate decahydrate was added to the mixture to decompose excess lithium aluminium hydride. Insoluble materials were removed by filtration, and the filtrate was concentrated by distillation under reduced pressure. The resulting oil was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 2.10 g (yield 96%) of the title compound as a colorless oil.

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for 30 minutes
3. stirringstirred
4. temperaturewhilst heating
5. temperatureunder reflux for 2 hours
6. temperatureAt the end of this time, the reaction mixture was cooled
7. customInsoluble materials were removed by filtration
8. concentrationthe filtrate was concentrated by distillation under reduced pressure
9. customThe resulting oil was purified by column chromatography through silica gel
10. additionby volume mixture of methylene chloride and methanol as the eluent