반응 #94565

반응 방정식

sodium hydroxide

hydride

1-(4-chloro-α,α,α-trifluoro-m-tolyl)cyclopropanedicarboximide

sodium bis(2-methoxyethoxy)aluminum hydride

→

1-(4-chloro-α,α,α-trifluoro-m-tolyl)-3-azabicyclo[3.1.0]hexane hydrochloride

용매

ether

benzene

반응 조건

후처리

1. 1
   온도This is refluxed for one hour
2. 2
   세척The benzene layer is washed with water
3. 3
   건조dried over magnesium sulfate
4. 4
   기타evaporated under reduced pressure
5. 5
   기타to give an amber-colored oil
6. 6
   기타dry hydrogen chloride is bubbled into the solution
7. 7
   여과The resultant precipitate is collected by filtration
8. 8
   기타recrystallized from isopropyl alcohol

실험 절차

To a solution of 0.28 g of 1-(4-chloro-α,α,α-trifluoro-m-tolyl)cyclopropanedicarboximide in 10 ml of benzene is added 1.0 ml of sodium bis(2-methoxyethoxy)aluminum hydride (70% benzene solution). This is refluxed for one hour, cooled to ambient temperature, and the excess hydride reagent is decomposed with one ml of 10N sodium hydroxide. The benzene layer is washed with water, dried over magnesium sulfate and evaporated under reduced pressure to give an amber-colored oil. This is dissolved in ether and dry hydrogen chloride is bubbled into the solution. The resultant precipitate is collected by filtration and recrystallized from isopropyl alcohol to give 1-(4-chloro-α,α,α-trifluoro-m-tolyl)-3-azabicyclo[3.1.0]hexane hydrochloride. Purification of the hydrochloride by recrystallization from acetonitrile gives colorless crystals, m.p. 164°-166° C.

출처