Water → Methyl 3-[(cyanomethyl)amino]-4-methylbenzoate
반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:5]([O:7][CH3:8])=[O:6].[CH:13]([N:16](CC)C(C)C)(C)[CH3:14].BrCC#N.O>O1CCCC1>[C:13]([CH2:14][NH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:5]([O:7][CH3:8])=[O:6])#[N:16]참가 물질
6
실험 절차
To a stirred solution of 3-amino-4-methyl-benzoic acid, methyl ester (10.0 g) in dry tetrahydrofuran was added N,N-diisopropylethylamine (12.6 mL) followed by the addition of bromoacetonitrile (5.1 mL). The reaction was heated at reflux under an atmosphere of nitrogen with stirring for 12 h. Water was added and the mixture extracted with ethyl acetate. The pooled organics were washed with brine, dried (MgSO4), filtered and the solvent removed under reduced pressure to afford the subtitle compound as a solid (12.4 g).
후처리
- temperatureThe reaction was heated
- temperatureat reflux under an atmosphere of nitrogen
- extractionthe mixture extracted with ethyl acetate
- washThe pooled organics were washed with brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- customthe solvent removed under reduced pressure
출처 및 근거
- ORD 기록
- ord-d4188331ee3846b4b114635ecbbc573a
- 출처 데이터셋
- uspto-grants-2014_11
- 특허 번호
- US08889692B2
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