反应详情

A portion (10 ml) of a solution of 2-(3-bromopropyl)-2-methyl-1,3-dioxolane (27.5 g) in dry tetrahydrofuran (70 ml) and an iodine crystal were added to a mixture of magnesium (3.5 g) and tetrahydrofuran (10 ml). The mixture was heated under reflux and a further portion (10 ml) added. When the reaction had been initiated the remaining solution was added over 40 minutes and reflux was maintained. 1-(3,4-Dichlorophenyl)cyclobutanecarbonitrile (18 g) and then dry tetrahydrofuran (10 ml) were added and the resulting solution heated under reflux for two hours. The solution was cooled, a slurry of sodium borohydride (5 g) and propan-2-ol (50 ml) was added and the mixture stirred at ambient temperature for 16 hours. Propan-2-ol (100 ml) was added and the mixture heated under reflux for 2.75 hours and then cooled and poured into ice/water (1000 g). The aqueous mixture was extracted with ether and the extract was dried and evaporated to give 1 -[1-(3,4-dichlorophenyl)cyclobutyl]-4-(2-methyl-1,3-dioxolan-2-yl)butylamine.

1. temperatureThe mixture was heated
2. temperatureunder reflux
3. additiona further portion (10 ml) added
4. additionwas added over 40 minutes
5. temperaturereflux
6. temperaturewas maintained
7. temperaturethe resulting solution heated
8. temperatureunder reflux for two hours
9. temperatureThe solution was cooled
10. temperaturethe mixture heated
11. temperatureunder reflux for 2.75 hours
12. temperaturecooled
13. extractionThe aqueous mixture was extracted with ether
14. customthe extract was dried
15. customevaporated