Water → Methyl 3-[(cyanomethyl)amino]-4-methylbenzoate
反応式
[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]参加物
6
実験手順
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).
後処理
- 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
出典と根拠
- ORDレコード
- ord-d4188331ee3846b4b114635ecbbc573a
- 出典データセット
- uspto-grants-2014_11
- 特許番号
- US08889692B2
反応ノート
読み込み中…