N-bromobutanimide → (3S)-3-[(4-bromophenyl)amino]butanenitrile
反応式
[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]=1参加物
4
実験手順
(3S)-3-(Phenylamino)butanenitrile (for a preparation see Intermediate 105) (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 min, 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).
後処理
- 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
出典と根拠
- ORDレコード
- ord-88c81fba31bf42388be2f855e92a9935
- 出典データセット
- uspto-grants-2013_11
- 特許番号
- US08580957B2
反応ノート
読み込み中…