Water → 2-Cyclopenten-1-one, 3-phenyl-

HRID 1198312Notes

Reaction equation

HRID 1198312 reaction equation
[C:1]1([C:7](=O)[CH2:8][CH2:9][C:10](=[O:12])[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[OH-].[Na+]>C(O)C>[C:1]1([C:7]2[CH2:8][CH2:9][C:10](=[O:12])[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 1363711-Phenyl-1,4-pentanedione

Product 1

HCID 774222-Cyclopenten-1-one, 3-phenyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9.7 g of 1-phenyl-1,4-pentanedione (0.055 mole), 500 ml of water, 15 g of sodium hydroxide and 1000 ml of ethanol was heated under reflux for 4 hours. The mixture was allowed to cool to room temperature and was then neutralized with acid. Ethanol was evaporated. The 3-phenylcyclopent-2-en-1-one formed was recovered by extraction and crystallization.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customEthanol was evaporated

Sources & evidence

ORD record
ord-a8ef27e18bcd42f29d8c54a565f093e3
Source dataset
uspto-grants-1994_01
Patent number
US05279999

Reaction notes

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