Reacción #3638

Ecuación de reacción

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

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture is refluxed for 6 hours
2. 2
   OtroThe volatiles are removed under vacuum
3. 3
   workup.ADDITIONTo the residue is added 100 ml of 2N NaOH
4. 4
   TemperaturaThe mixture is refluxed 5 hours
5. 5
   Filtraciónfiltered
6. 6
   ExtracciónThe solid is extracted with dichloromethane
7. 7
   Lavadothe extract is washed with 2N citric acid, water
8. 8
   Secadodried (Na2SO4)
9. 9
   OtroThe solvent is removed in vacuo

Procedimiento

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.

Fuente