반응 #167680

반응 방정식

solution

tert-butyl 9,10-dichloro-6-oxo-1,2,4a,5,6,7-hexahydrobenzo[b]pyrazino[1,2-d][1,4]diazepine-3(4H)-carboxylate

borane

Methanol

→

tert-butyl 9,10-dichloro-1,2,4a,5,6,7-hexahydrobenzo[b]pyrazino[1,2-d][1,4]diazepine-3(4H)-carboxylate

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the mixture was heated at 80° C. for 1 hour
2. 2
   기타to destroy excess borane
3. 3
   온도The reaction was then cooled to room temperature
4. 4
   workup.ADDITION1M HCl was added
5. 5
   workup.ADDITIONAqueous sodium bicarbonate was slowly added to the mixture until the solution
6. 6
   workup.ADDITIONEthyl acetate was then added
7. 7
   기타the water layer was separated
8. 8
   세척washed two times with additional ethyl acetate
9. 9
   기타The organic layers thus obtained
10. 10
    농축concentrated

실험 절차

To a solution of Example 15B (168 mg, 0.435 mmol) in tetrahydrofuran (1.5 mL) was added borane in tetrahydrofuran (1.74 mL, 1M solution). The resulting mixture was heated to 80° C. overnight. Methanol was then added, and the mixture was heated at 80° C. for 1 hour to destroy excess borane. The reaction was then cooled to room temperature and 1M HCl was added. The mixture was allowed to stir for another 30 minutes. Aqueous sodium bicarbonate was slowly added to the mixture until the solution was basic (pH=8). Ethyl acetate was then added, and the water layer was separated and washed two times with additional ethyl acetate. The organic layers thus obtained were combined and concentrated.

출처