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

HRID 266588

반응식

HRID 266588 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 543393872-(1-Methylpropylsulphenyl)-4-trifluoromethylbenzonitrile수율 74.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fcd1f0af46364d8fb7a6f425dab26908
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650533

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