Acetophenone → Methyl 2,4-dioxo-4-phenylbutanoate

HRID 1744479

Reaction equation

HRID 1744479 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[C:10](OC)(=[O:15])[C:11]([O:13][CH3:14])=[O:12]>>[C:4]1([C:1](=[O:3])[CH2:2][C:10](=[O:15])[C:11]([O:13][CH3:14])=[O:12])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 7410AcetophenoneHCID 11120Dimethyl oxalate

Product 1

HCID 308117Methyl 2,4-dioxo-4-phenylbutanoate

Procedure

Methyl 4-phenyl-2,4-dioxobutanoate (10 g) obtained by acetophenone and dimethyl oxalate as starting materials and methylhydrazine were reacted in ethanol (60 ml) at a refluxing temperature for 1 h. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (mobile phase:dichloromethane) to give methyl 1-methyl-3-phenylpyrazole-5-carboxylate (3.0 g) and methyl 1-methyl-5-phenylpyrazole-3-carboxylate (3.6 g).

Sources & evidence

ORD record
ord-934e4cba175144f5a2674f8755d35c3d
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Linked notes

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