Water → 2-(1-Methylpropylsulphenyl)-4-trifluoromethylbenzonitrile

HRID 266588

反応式

HRID 266588 の反応式
[N+]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])([O-])=O.C(=O)([O-])[O-].[K+].[K+].[CH3:22][CH:23]([SH:26])[CH2:24][CH3:25].O>C(#N)C>[CH3:22][CH:23]([S:26][C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])[CH2:24][CH3:25]

参加物

6

反応物 4

HCID 962WaterHCID 105602-ButanethiolHCID 11430Potassium CarbonateHCID 699022-Nitro-4-(trifluoromethyl)benzonitrile

生成物 1

HCID 543393872-(1-Methylpropylsulphenyl)-4-trifluoromethylbenzonitrile収率 74.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

2-Nitro-4-trifluoromethylbenzonitrile (10.8 g) and potassium carbonate (8.3 g) were heated to reflux in acetonitrile. A solution of 1-methylpropanethiol (5 g) in acetonitrile was added. The resultant suspension was heated at reflux for 4.5 hours. After cooling water was added and the mixture extracted with ethyl acetate. The organic extracts were washed with water. The organic extracts were washed with water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness and the residue purified by column chromatography eluting with ethyl acetate in cyclohexane to give 2-(1-methylpropylsulphenyl)-4-trifluoromethylbenzonitrile (9.7 g) as a yellow oil, NMR (CDCl3) 1.0(t,3H), 1.2(d,3H), 1.5(m,2H), 3.4(m, 1H), 7.3(m, 1H), 7.6(m,2H).

後処理

  1. temperatureat reflux for 4.5 hours
  2. additionwas added
  3. extractionthe mixture extracted with ethyl acetate
  4. washThe organic extracts were washed with water
  5. washThe organic extracts were washed with water
  6. dry with materialdried (anhydrous magnesium sulphate)
  7. filtrationfiltered
  8. customThe filtrate was evaporated to dryness
  9. customthe residue purified by column chromatography
  10. washeluting with ethyl acetate in cyclohexane

出典と根拠

ORDレコード
ord-fcd1f0af46364d8fb7a6f425dab26908
出典データセット
uspto-grants-1997_07
特許番号
US05650533

関連ノート

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