Hydrochloric Acid → 4-Cyclopentylbutan-2-one

HRID 986493

反応式

HRID 986493 の反応式
[CH:1]1([CH2:6][CH2:7][C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:11][Mg]Br.Cl>C(OCC)C>[CH:1]1([CH2:6][CH2:7][C:8](=[O:10])[CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

5

反応条件

温度
-20 °C

実験手順

10 parts of 3-cyclopentyl propionic acid are dissolved in 150 parts by volume of ethyl ether and chilled to -20° C. under argon. 50 parts by volume of 2.8 molar methyl magnesium bromide are added dropwise. After the addition of the methyl magnesium bromide is completed, the mixture is allowed to warm to room temperature. The cloudy reaction mixture is treated with 1N hydrochloric acid and the clearified reaction mixture is extracted with ether followed by ethyl acetate. The combined organic extracts are washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered and the solvent evaporated under reduced pressure. The residual oil is chromatographed on silica gel using 10% ethyl acetate/hexane as the eluent, to provide 4-cyclopentyl-2-butanone.

後処理

  1. temperatureto warm to room temperature
  2. customThe cloudy reaction mixture
  3. extractionthe clearified reaction mixture is extracted with ether
  4. washThe combined organic extracts are washed with water and saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customthe solvent evaporated under reduced pressure
  8. customThe residual oil is chromatographed on silica gel using 10% ethyl acetate/hexane as the eluent

出典と根拠

ORDレコード
ord-477d46f4e8b242e8b6ba3cdcf2761c43
出典データセット
uspto-grants-1987_12
特許番号
US04713477

関連ノート

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