p-METHYLACETOPHENONE → 1-(4-Methylphenyl)butane-1,3-dione

HRID 2300605Notes

Reaction equation

HRID 2300605 reaction equation
[C:1]1([C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH2:10]C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14]C1C=CC(C(=O)C)=CC=1>CCOC(C)=O>[CH3:14][C:4]1[CH:3]=[CH:2][C:1]([C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH3:10])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 8500p-METHYLACETOPHENONEHCID 21408Propionyl Acetophenone

Product 1

HCID 4326511-(4-Methylphenyl)butane-1,3-dione

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared (as described above for Intermediate 16) from 2.0 g of 4′-methylacetophenone and 2.9 mL of EtOAc to yield 1.68 grams of Intermediate 27: TLC analysis: Rf=0.61 (5/1, hexanes/EtOAc), 1H NMR (400 MHz, CDCl3, enol form) δ7.72 (d, 2H, J=8.2), 7.24 (d, 2H, J=7.4), 6.15 (s, 1H), 2.4 (s, 3H), 2.2 (s, 3H).

Sources & evidence

ORD record
ord-2dd7bc46806046b89bb8cc269bb9304d
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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