反应 #3653

反应方程式

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

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   温度The mixture is refluxed for 6 hours
2. 2
   其他The volatiles are removed under vacuum and to the residue
3. 3
   workup.ADDITIONis added 100 ml of 2N sodium hydroxide
4. 4
   温度The mixture is refluxed for 5 hours
5. 5
   温度chilled
6. 6
   萃取extracted with dichloromethane
7. 7
   洗涤The extract is washed with 2N citric acid, water
8. 8
   干燥dried (Na2SO4)
9. 9
   其他The solvent is removed under vacuum
10. 10
    其他to give a solid
11. 11
    其他The solid is purified by chromatography on silica gel

实验过程

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.

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