Methanol → 3-(Trifluoromethylthio)phenylacetic acid methyl ester

HRID 1355109노트

반응식

HRID 1355109 반응식
[F:1][C:2]([F:15])([F:14])[S:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11]([OH:13])=[O:12])[CH:7]=[CH:8][CH:9]=1.[CH3:16]O>S(=O)(=O)(O)O>[CH3:16][O:12][C:11](=[O:13])[CH2:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([S:3][C:2]([F:14])([F:1])[F:15])[CH:5]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 27778973-(Trifluoromethylthio)phenylacetic acid

생성물 1

HCID 537284403-(Trifluoromethylthio)phenylacetic acid methyl ester수율 99%

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

반응 조건

온도
25 °C

실험 절차

A solution of 3-(trifluoromethylthio)phenylacetic acid (5.00 g, 21.17 mmol) in methanol (50 mL) was treated slowly with 10 drops of concentrated sulfuric acid. The resulting reaction mixture was heated under reflux for 18 h. The reaction mixture was allowed to cool to 25° C. and then concentrated in vacuo to remove methanol. The residue was diluted with ethyl acetate (100 mL). The organic phase was washed with a saturated aqueous sodium bicarbonate solution (1×100 mL), dried over magnesium sulfate, and filtered. The filtrate was concentrated in vacuo to afford (3-trifluoromethylsulfanyl-phenyl)-acetic acid methyl ester (5.28 g, 99%) as a pale yellow oil which was used without further purification: EI-HRMS m/e calcd for C10H9F3O2S (M+) 250.0275, found 250.0274.

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureunder reflux for 18 h
  4. concentrationconcentrated in vacuo
  5. customto remove methanol
  6. additionThe residue was diluted with ethyl acetate (100 mL)
  7. washThe organic phase was washed with a saturated aqueous sodium bicarbonate solution (1×100 mL)
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-67709d7762b246b69cb29fd33400c315
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07223868B2

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