反応 #3638

反応方程式

9-oxo-9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepin

boron dimethylsulfide

methanol

→

desired product

9,10-Dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepine

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度The mixture is refluxed for 6 hours
2. 2
   その他The volatiles are removed under vacuum
3. 3
   workup.ADDITIONTo the residue is added 100 ml of 2N NaOH
4. 4
   温度The mixture is refluxed 5 hours
5. 5
   ろ過filtered
6. 6
   抽出The solid is extracted with dichloromethane
7. 7
   洗浄the extract is washed with 2N citric acid, water
8. 8
   乾燥dried (Na2SO4)
9. 9
   その他The solvent is removed in vacuo

実験手順

To a mixture of 7.0 g of 9-oxo-9,10-dihydro-4H-pyrrolo[1,2-a]thieno[2,3-e][1,4]diazepin in 25 ml of anhydrous tetrahydrofuran is added 9 ml of 10 molar boron-dimethylsulfide in tetrahydrofuran. The mixture is refluxed for 6 hours. The solution is cooled to room temperature and 25 ml of methanol added dropwise. The volatiles are removed under vacuum. To the residue is added 100 ml of 2N NaOH. The mixture is refluxed 5 hours and filtered. The solid is extracted with dichloromethane and the extract is washed with 2N citric acid, water and dried (Na2SO4). The solvent is removed in vacuo to give the desired product as a solid.

出典