N-bromobutanimide → (3S)-3-[(4-bromophenyl)amino]butanenitrile
반응식
[C:1]1([NH:7][C@@H:8]([CH3:12])[CH2:9][C:10]#[N:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C(=O)N([Br:20])C(=O)C1>CN(C)C=O>[Br:20][C:4]1[CH:5]=[CH:6][C:1]([NH:7][C@@H:8]([CH3:12])[CH2:9][C:10]#[N:11])=[CH:2][CH:3]=1참가 물질
4
실험 절차
(3S)-3-(phenylamino)butanenitrile (for a preparation see Intermediate 31) (11.3526 g, 70.9 mmol) was taken up in N,N-dimethylformamide (DMF) (200 mL) under nitrogen and cooled in an ice-bath. NBS (12.61 g, 70.9 mmol) was added and the reaction stirred. After 20 mins, the reaction was partitioned between EtOAc (1000 ml) and water (500 ml). The organic layer was washed with 2M NaOH ×2, water and brine (500 ml each) and then dried with Na2SO4, filtered and concentrated to yield the product as a cream solid (17.3 g).
후처리
- temperaturecooled in an ice-bath
- customthe reaction was partitioned between EtOAc (1000 ml) and water (500 ml)
- washThe organic layer was washed with 2M NaOH ×2, water and brine (500 ml each)
- dry with materialdried with Na2SO4
- filtrationfiltered
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-455e9dd361ef4685b218048b41dba8ea
- 출처 데이터셋
- uspto-grants-2014_04
- 특허 번호
- US08697725B2
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