Bromoacetonitrile → 2-((4-Methoxybenzyl)amino)acetonitrile
반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH2:10])=[CH:5][CH:4]=1.Br[CH2:12][C:13]#[N:14]>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH:10][CH2:12][C:13]#[N:14])=[CH:5][CH:4]=1참가 물질
4
반응 조건
- 온도
- 10 °C
실험 절차
A mixture of TEA (55.9 ml, 401 mmol), (4-methoxyphenyl)methanamine (50 g, 364 mmol) and 2-bromoacetonitrile (43.7 g, 364 mmol) in THF (500 ml) was stirred at about 10° C. for about 12 h in a 500 ml round-bottomed flask. The reaction was filtered through a pad of silica gel. The crude material was deposited onto silica gel, loaded onto a silica gel column and eluted with Hex/EtOAc (1:1) to afford the title compound (49 g, 278 mmol, 76% yield). 1H-NMR (CDCl3, 400 MHz): δ=3.55 (s, 2H), 3.81 (s, 3H), 3.87 (s, 2H), 6.88 (d, 2H, J=8.4 Hz), 7.26 (d, 2H, J=8.0 Hz)
후처리
- filtrationThe reaction was filtered through a pad of silica gel
- washeluted with Hex/EtOAc (1:1)
출처 및 근거
- ORD 기록
- ord-8f4b9b68f17c4005b81569c65bb257ad
- 출처 데이터셋
- uspto-grants-2015_10
- 특허 번호
- US09163019B2
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