Ethyl 5-cyano-4-oxo-5-(2-methylphenyl)pentanoate → 5-(2-Methylphenyl)-4-oxopentanoic acid

HRID 1833838

반응식

HRID 1833838 반응식
C([CH:3]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])[C:4](=[O:12])[CH2:5][CH2:6][C:7]([O:9]CC)=[O:8])#N>Br>[CH3:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:3][C:4](=[O:12])[CH2:5][CH2:6][C:7]([OH:9])=[O:8]

참가 물질

3

반응물 1

HCID 21387700Ethyl 5-cyano-4-oxo-5-(2-methylphenyl)pentanoate

생성물 1

HCID 213876245-(2-Methylphenyl)-4-oxopentanoic acid

시약·촉매·용매 1

HCID 260Hydrogen Bromide용매

실험 절차

Undistilled ethyl 5-cyano-4-oxo-5-(2-methylphenyl)pentanoate (prepared by the procedure described above; 773 g.) was heated under reflux with hydrobromic acid (48-50%; 1550 ml.) for 3 hours. On cooling, the reaction mixture separated into two layers. The lower, aqueous phase was separated and extracted with chloroform (3 × 500 ml.). The chloroform extract was added to the upper, organic layer of the reaction mixture. The chloroform solution (about 2 liters) thus obtained was washed with water (3 × 200 ml.) and evaporated to give 5-(2-methylphenyl)-4-oxopentanoic acid (535 g.) in the form of a dark coloured oil.

후처리

  1. temperature) was heated
  2. temperatureOn cooling
  3. customthe reaction mixture separated into two layers
  4. customThe lower, aqueous phase was separated
  5. extractionextracted with chloroform (3 × 500 ml.)
  6. extractionThe chloroform extract
  7. additionwas added to the upper, organic layer of the reaction mixture
  8. customThe chloroform solution (about 2 liters) thus obtained
  9. washwas washed with water (3 × 200 ml.)
  10. customevaporated

출처 및 근거

ORD 기록
ord-6168301f8bbb46efa32d54cc5c9f6f71
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04067723

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