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

HRID 1038665

반응식

HRID 1038665 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.[CH2:20](O)[CH3:21]>>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:20][CH3:21])=[O:7])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

A solution of commercially available 4-methyl-3-trifluoromethylbenzoic acid (24.5 g, 120 mmol) and conc. sulfuric acid (6.5 ml) in dry ethanol (245 ml) is refluxed for 23 h. After reaching room temperature the solvent is evaporated and the residue is neutralized by addition of saturated aqueous NaHCO3 solution. The mixture is extracted with ethyl acetate (3×40 ml). The organic extracts are combined, dried over Na2SO4 and evaporated to dryness to afford a pale yellow oil: HPLC: tR=7.15 min (purity: >96%, gradient A), ESI-MS: 233.3 [MH]+.

후처리

  1. customAfter reaching room temperature
  2. customis evaporated
  3. additionthe residue is neutralized by addition of saturated aqueous NaHCO3 solution
  4. extractionThe mixture is extracted with ethyl acetate (3×40 ml)
  5. dry with materialdried over Na2SO4
  6. customevaporated to dryness
  7. customto afford a pale yellow oil

출처 및 근거

ORD 기록
ord-12b25178549c4aba98b40378a1cdd289
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552002B2

연결된 노트

불러오는 중…