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

HRID 1833838

Reaktionsgleichung

Reaktionsgleichung von HRID 1833838
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]

Komponenten

3

Edukt 1

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 260Hydrogen BromideLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-6168301f8bbb46efa32d54cc5c9f6f71
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04067723

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