반응 #3653

반응 방정식

5,6-dihydro-4H-[1,2,4]-triazolo-[4,3-a][1,5]benzodiazepin-5-one

borane dimethylsulfide

methanol

→

desired product

5,6-Dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The mixture is refluxed for 6 hours
2. 2
   기타The volatiles are removed under vacuum and to the residue
3. 3
   workup.ADDITIONis added 100 ml of 2N sodium hydroxide
4. 4
   온도The mixture is refluxed for 5 hours
5. 5
   온도chilled
6. 6
   추출extracted with dichloromethane
7. 7
   세척The extract is washed with 2N citric acid, water
8. 8
   건조dried (Na2SO4)
9. 9
   기타The solvent is removed under vacuum
10. 10
    기타to give a solid
11. 11
    기타The solid is purified by chromatography on silica gel

실험 절차

A mixture of 7.0 g of 5,6-dihydro-4H-[1,2,4]-triazolo-[4,3-a][1,5]benzodiazepin-5-one in 25 ml of tetrahydrofuran is added 9 ml of 10M borane-dimethylsulfide in tetrahydrofuran. The mixture is refluxed for 6 hours, cooled to room temperature and 25 ml of methanol added dropwise. The volatiles are removed under vacuum and to the residue is added 100 ml of 2N sodium hydroxide. The mixture is refluxed for 5 hours, chilled and extracted with dichloromethane. The extract is washed with 2N citric acid, water and dried (Na2SO4). The solvent is removed under vacuum to give a solid. The solid is purified by chromatography on silica gel to give the desired product.

출처