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

HRID 498960노트

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HRID 498960 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 221709222-Methylthio-4-(4-trifluoromethylphenyl)benzonitrile수율 75.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-4d56f78854aa46868128c4d24efb12ee
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07767626B2

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