3-Methylacetophenone → 1-(3-Methylphenyl)butane-1,3-dione

HRID 2300603Notes

Reaction equation

HRID 2300603 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=C(C(=O)C)C=CC=1>CCOC(C)=O>[CH3:14][C:5]1[CH:6]=[C:1]([C:7](=[O:13])[CH2:8][C:9](=[O:12])[CH3:10])[CH:2]=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 114553-MethylacetophenoneHCID 21408Propionyl Acetophenone

Product 1

HCID 142684421-(3-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 2.72 mL of 3′-methylacetophenone and 3.95 mL of EtOAc to yield 2.94 grams of Intermediate 21 as an oil: 1H NMR (400 MHz, CDCl3enol form) δ7.70 (m, 2H), 7.34 (m, 2H), 6.17 (s, 1H), 2.41 (s, 3H), 2.20 (s, 3H); low resolution MS (ES)m/e 177.1 (MH+).

Sources & evidence

ORD record
ord-92030fbefbc9418f89926425f0433a26
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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