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

HRID 1833838

反応式

HRID 1833838 の反応式
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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 260Hydrogen Bromide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6168301f8bbb46efa32d54cc5c9f6f71
出典データセット
uspto-grants-1978_01
特許番号
US04067723

関連ノート

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