反应详情

温度

50 °C

A solution of 1-(3-chloro-5-methylphenyl)-1-cyclobutanecarbonitrile (8.0 g) in ether (40 ml) was added to a solution of propyl magnesium bromide [prepared by the reaction of 1-bromopropane (6.7 g) and magnesium (1.3 g)] in ether (80 ml) and the mixture heated under reflux for two and a half hours. Two thirds of the ether was evaporated off and then, after cooling, a solution of sodium borohydride (3.5 g) in ethanol (150 ml) added. The mixture was maintained at 50° C. for one hour and water (50 ml) and then 5N hydrochloric acid (50 ml) added. The ether layer was separated, dried and evaporated to yield a solid which was recrystallised from propan-2-ol to give 1-[1-(3-chloro-5-methylphenyl)cyclobutyl]butylamine hydrochloride (m.p. 145°-146° C.).

1. temperaturethe mixture heated
2. temperatureunder reflux for two and a half hours
3. customTwo thirds of the ether was evaporated off
4. temperatureafter cooling
5. additiona solution of sodium borohydride (3.5 g) in ethanol (150 ml) added
6. additionwater (50 ml) and then 5N hydrochloric acid (50 ml) added
7. customThe ether layer was separated
8. customdried
9. customevaporated
10. customto yield a solid which
11. customwas recrystallised from propan-2-ol