Hydrochloric Acid → 4-Cyclopentylbutan-2-one

HRID 580663

반응식

HRID 580663 반응식
[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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8818Cyclopentanepropanoic acidHCID 178418573HCID 178418573, 화합물2회

생성물 1

HCID 124277014-Cyclopentylbutan-2-one

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
-20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-059cd2243de54bd6b696ae6fdc329178
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04754059

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