Methanol → Methyl 2-[3,5-bis(trifluoromethyl)phenyl]acetate

HRID 11780

反応式

HRID 11780 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([CH2:13][C:14]([OH:16])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.S(=O)(=O)(O)O.[CH3:24]O>>[CH3:24][O:15][C:14](=[O:16])[CH2:13][C:5]1[CH:4]=[C:3]([C:2]([F:17])([F:18])[F:1])[CH:8]=[C:7]([C:9]([F:11])([F:12])[F:10])[CH:6]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 1235873,5-Bis(trifluoromethyl)phenylacetic acid

生成物 1

HCID 10401718Methyl 2-[3,5-bis(trifluoromethyl)phenyl]acetate

実験手順

To a solution of 3,5-bis-trifluoromethylphenylacetic acid (3.0 g, 11.03 mmol) (Aldrich) in methanol (20 mL) was added concentrated sulfuric acid (1.0 mL) and the reaction mixture was heated at reflux overnight. The reaction mixture was concentrated in vacuo. The residue was then diluted with ethyl acetate (100 mL) and successively washed with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified by flash column chromatography to give 3,5-bis-trifluoromethylphenylacetic acid methyl ester as a colorless oil. (Yield 2.27 g, 72.1%).

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux overnight
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. additionThe residue was then diluted with ethyl acetate (100 mL)
  5. washsuccessively washed with water (50 mL) and brine (50 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe crude material was purified by flash column chromatography

出典と根拠

ORDレコード
ord-410bce6426de4dcc9092dfffbf90a523
出典データセット
uspto-grants-2006_08
特許番号
US07098332B2

関連ノート

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