2-Fluoro-4-(4-trifluoromethylphenyl)benzonitrile → 2-Methylthio-4-(4-trifluoromethylphenyl)benzonitrile

HRID 1432756ノート

反応式

HRID 1432756 の反応式
F[C:2]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:20][SH:21].[Na]>CN(C)C=O>[CH3:20][S:21][C:2]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

参加物

4

反応物 2

HCID 221709242-Fluoro-4-(4-trifluoromethylphenyl)benzonitrileHCID 45051789Methylmercaptan sodium

生成物 1

HCID 221709222-Methylthio-4-(4-trifluoromethylphenyl)benzonitrile収率 75.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To 3.0 g (11.3 mmol) of 2-fluoro-4-(4-trifluoromethylphenyl)benzonitrile in 50 ml of N,N-dimethylformamide, 7.0 g (15.0 mmol) of 15% aqueous sodium methyl mercaptan was added dropwise at room temperature. After 6 hours of stirring at 60° C., the reaction mixture was poured into 200 ml of ice-cold water and extracted with 100 ml of ethyl acetate twice. The ethyl acetate layer was washed with 100 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 2.5 g of 2-methylthio-4-(4-trifluoromethylphenyl)benzonitrile (yield 75%) as white crystals (m.p. 128-129° C.).

後処理

  1. extractionextracted with 100 ml of ethyl acetate twice
  2. washThe ethyl acetate layer was washed with 100 ml of water twice
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe ethyl acetate was distilled off under reduced pressure
  5. customPurification of the residue by silica gel column chromatography

出典と根拠

ORDレコード
ord-0723a54b94494a068cc023b57e7633d8
出典データセット
uspto-grants-2009_11
特許番号
US07612105B2

反応ノート

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