Oxygen → 4-Phenyl-3-Buten-2-one

HRID 599724

Reaction equation

HRID 599724 reaction equation
O=O.[C:3]1([CH:9]=[CH:10][CH:11]([OH:13])[CH3:12])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>[Pt].O>[CH:9](=[CH:10][C:11](=[O:13])[CH3:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 977OxygenHCID 151724-Phenylbut-3-en-2-ol

Product 1

HCID 159094-Phenyl-3-Buten-2-oneYield 87.5%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 962WaterSolvent

Procedure

In an ambient pressure oxygen atmosphere, 29.2 mg of 4-phenyl-but-3-ene-2-ol and 33.9 mg of the platinum catalyst obtained in Example 1 were agitated for fifteen hours at 60° C. in 2 ml of water. The reaction mixture was subsequently extracted using ethyl acetate, and the organic layer was dried using magnesium sulfate, filtered and concentrated to obtain 25.2 mg (87% yield) of benzalacetone. The reaction equation and the analytical results of the product are shown below.

Workup

  1. extractionThe reaction mixture was subsequently extracted
  2. customthe organic layer was dried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-441a9e81c2ae40b4b5312c7d92167e28
Source dataset
uspto-grants-2011_03
Patent number
US07897817B2

Linked notes

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