تفاعل #94565

معادلة التفاعل

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

المذيبات

ether

benzene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThis is refluxed for one hour
2. 2
   غسيلThe benzene layer is washed with water
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   أخرىevaporated under reduced pressure
5. 5
   أخرىto give an amber-colored oil
6. 6
   أخرىdry hydrogen chloride is bubbled into the solution
7. 7
   ترشيحThe resultant precipitate is collected by filtration
8. 8
   أخرىrecrystallized from isopropyl alcohol

الإجراء التجريبي

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.

المصدر