Diethyl Oxalate → Ethyl (3-methylphenyl)pyruvate

反応式

F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11].[CH3:16]C1C=C(C=CC=1)CBr.[Mg].C(OCC)(=O)C(OCC)=O>>[CH3:16][C:7]1[CH:2]=[C:3]([CH2:8][C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:4]=[CH:5][CH:6]=1

参加物

反応物 4

HCID 7268Diethyl Oxalate

HCID 12099m-Xylyl bromide

HCID 5462224Magnesium

HCID 18370709Ethyl (2-fluorophenyl)pyruvate

生成物 1

HCID 18370163Ethyl (3-methylphenyl)pyruvate収率 72%

実験手順

The title compound was prepared as described for B4 using 3-methylbenzyl bromide (1.250 g, 6.75 mmol), magnesium (0.181 g, 7.43 mmol) and diethyl oxalate (1.974 g, 13.51 mmol). The resulting compound was isolated in the form of colorless oil in 72% yield and use instantly in next step.