반응 #4113

반응 방정식

morpholine

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

sodium hydroxide

→

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

용매

toluene

반응 조건

후처리

1. 1
   온도was heated under nitrogen
2. 2
   기타resulted
3. 3
   온도The mixture was heated
4. 4
   온도under reflux for three hours
5. 5
   workup.STIRRINGAfter stirring vigorously for 15 minutes
6. 6
   기타the layers were separated
7. 7
   추출The aqueous phase was extracted with 250 ml of toluene
8. 8
   세척washed once with 2N sodium hydroxide solution, twice with water
9. 9
   건조dried over anhydrous sodium sulfate
10. 10
    여과filtered
11. 11
    농축concentrated in vacuo to 8.6 g (90%) of product
12. 12
    기타Recrystallization from a hot solution of dichloromethane (80 ml) to which methanol (80 ml)
13. 13
    workup.ADDITIONwas added
14. 14
    기타provided the analytical sample, mp 216°-218° C.

실험 절차

A mixture of 7.88 g (0.0250 mole) of 9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-one and 1200 ml of toluene was heated under nitrogen, with stirring, until a solution resulted. Then there was added 21.8 g (0.250 mole) of morpholine, followed by 14.2 g (0.075 mole) of titanium tetrachloride. The mixture was heated under reflux for three hours, cooled to room temperature and treated with 500 ml of 2N sodium hydroxide solution. After stirring vigorously for 15 minutes, the layers were separated. The aqueous phase was extracted with 250 ml of toluene. The toluene layers were combined, washed once with 2N sodium hydroxide solution, twice with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to 8.6 g (90%) of product. Recrystallization from a hot solution of dichloromethane (80 ml) to which methanol (80 ml) was added provided the analytical sample, mp 216°-218° C.

출처