o-Anisalacetone → 4-(2-Methoxyphenyl)butan-2-one

HRID 1262576Notes

Reaction equation

HRID 1262576 reaction equation
[CH:1](=[CH:10][C:11](=[O:13])[CH3:12])[C:2]1[C:3]([O:8][CH3:9])=[CH:4][CH:5]=[CH:6][CH:7]=1>[Pt]=O.C(OCC)(=O)C>[CH3:9][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH2:1][CH2:10][C:11](=[O:13])[CH3:12]

Participants

4

Reactant 1

HCID 139181o-Anisalacetone

Product 1

HCID 5785634-(2-Methoxyphenyl)butan-2-oneYield 45%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

The crude o-anisalacetone is hydrogenated (100 g/l liter of ethyl acetate and 1 g of platinum oxide) and then distilled to give 1.25 moles (45%) of 1-(o-methoxyphenyl)-3-butanone, bp 90°-110° C., 0.15 mm Hg.

Workup

  1. distillationdistilled

Sources & evidence

ORD record
ord-f85339b096eb4c939d069365ebf652b6
Source dataset
uspto-grants-1984_06
Patent number
US04452801

Reaction notes

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