반응 #4164

반응 방정식

N-benzylpiperazine

9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one

sodium hydroxide

→

9-Bromo-6-(4-phenylmethyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

용매

toluene

반응 조건

후처리

1. 1
   온도was heated under nitrogen until a solution
2. 2
   기타resulted
3. 3
   온도The mixture was heated
4. 4
   온도under reflux for 3 hours
5. 5
   기타the layers were separated
6. 6
   추출The aqueous phase was extracted further with 300 ml of toluene
7. 7
   세척washed once with 2N sodium hydroxide solution, twice with water
8. 8
   건조dried over anhydrous sodium sulfate
9. 9
   농축concentrated in vacuo
10. 10
    기타crystallized
11. 11
    기타Recrystallization from a solution of dichloromethane (10 ml) to which methanol (50 ml)
12. 12
    workup.ADDITIONwas added
13. 13
    기타afforded the analytical sample, mp 129°-131° C.

실험 절차

A stirred mixture of 7.88 g (0.0250 mole) of 9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one and 1200 ml of toluene was heated under nitrogen until a solution resulted. Then there was added 44.1 g (0.250 mole) of N-benzylpiperazine, followed by 14.2 g (0.0750 mole) of titanium tetrachloride. The mixture was heated under reflux for 3 hours, cooled to room temperature and treated with 500 ml of 2N sodium hydroxide. After stirring vigorously for 15 minutes, the layers were separated. The aqueous phase was extracted further with 300 ml of toluene. The toluene layers were combined, washed once with 2N sodium hydroxide solution, twice with water, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was taken up in 50 ml of hot methanol, from which 7.00 g (59%) of product crystallized. Recrystallization from a solution of dichloromethane (10 ml) to which methanol (50 ml) was added afforded the analytical sample, mp 129°-131° C.

출처