Acetic Acid → Ethyl 4-methoxy-α-methyl-γ-oxobenzenebutanoate

反応式

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:16])[CH2:10][CH:11]([CH3:15])[C:12]([OH:14])=[O:13])=[CH:5][CH:4]=1.Br.[CH3:18][C:19](O)=O>>[CH2:18]([O:13][C:12](=[O:14])[CH:11]([CH3:15])[CH2:10][C:9]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)=[O:16])[CH3:19]

参加物

反応物 3

HCID 176Acetic Acid

HCID 260Hydrogen Bromide

HCID 125148794-(4-Methoxyphenyl)-2-methyl-4-oxobutanoic acid

生成物 1

HCID 67009765Ethyl 4-methoxy-α-methyl-γ-oxobenzenebutanoate収率 93%

実験手順

A solution of 4-(4-methoxyphenyl)-2-methyl-4-oxobutyric acid (10 g, 45 mmol) and 150 mL of 48% HBr in 20 mL of AcOH was heated to 100° C. for 48 h. The solvent was evaporated and EtOH (3×30 mL) was added and evaporated to give 4-(4-methoxy-phenyl)-2-methyl-4-oxobutyric acid ethyl ester (9.96 g, 93%); MS m/z 259 (M+23).