Diethyl Oxalate → Ethyl 3-(4-chlorophenyl)-2-oxopropanoate

HRID 1508425Notes

Reaction equation

HRID 1508425 reaction equation
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].[Cl:16]C1C=CC(CCl)=CC=1.[Mg].C(OCC)(=O)C(OCC)=O>>[Cl:16][C:6]1[CH:5]=[CH:4][C:3]([CH2:8][C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:2][CH:7]=1

Participants

5

Reactant 4

HCID 7268Diethyl OxalateHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 5462224MagnesiumHCID 18370709Ethyl (2-fluorophenyl)pyruvate

Product 1

HCID 2736395Ethyl 3-(4-chlorophenyl)-2-oxopropanoateYield 74%

Procedure

The title compound was prepared as described for B4 using 4-chlorobenzyl chloride (1.250 g, 7.76 mmol), magnesium (0.208 g, 8.54 mmol) and diethyl oxalate (2.269 g, 15.53 mmol). The product was isolated in the form of colorless oil in 74% yield and used instantly in next step.

Workup

  1. customThe product was isolated in the form of colorless oil in 74% yield

Sources & evidence

ORD record
ord-051a419eefb04280a55486f94d144d82
Source dataset
uspto-grants-2015_12
Patent number
US09221860B2

Reaction notes

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