Ethanol → Ethyl 4-methyl-3-(trifluoromethyl)benzoate

HRID 1946309

반응식

HRID 1946309 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].S(=O)(=O)(O)O.O.[CH2:21](O)[CH3:22]>C(Cl)Cl>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:21][CH3:22])=[O:7])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]

참가 물질

6

반응물 4

HCID 702EthanolHCID 962WaterHCID 1118Sulfuric AcidHCID 27755924-Methyl-3-(trifluoromethyl)benzoic acid

생성물 1

HCID 11952920Ethyl 4-methyl-3-(trifluoromethyl)benzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a slight suspension of 4-methyl-3-(trifluoromethyl)benzoic acid (2.18 g, 10.7 mmol, ABCR) in ethanol (30 ml) was added concentrated sulphuric acid specific gravity 1.84 (0.5 ml, 9.38 mmol). The resulting solution was heated to reflux overnight under nitrogen. The solution was diluted with DCM (100 ml) and then water (100 ml). The phases were separated and the organic extract washed with saturated aqueous sodium hydrogen carbonate (50 ml), dried (MgSO4), filtered and the solvent removed in vacuo to give the title compound as a mobile pale yellow oil (2.27 g); LCMS: (System 4) MH+=233, tRET=3.29 min.

후처리

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux overnight under nitrogen
  3. customThe phases were separated
  4. extractionthe organic extract
  5. washwashed with saturated aqueous sodium hydrogen carbonate (50 ml)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-33fc9be909894b4aa99015fc66305992
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399436B2

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