Diethyl Oxalate → Ethyl (2-bromophenyl)pyruvate

HRID 1508427Notes

Reaction equation

HRID 1508427 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].[Br:16]C1C=CC=CC=1CBr.[Mg].C(OCC)(=O)C(OCC)=O>>[Br:16][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]

Participants

5

Reactant 4

HCID 7268Diethyl OxalateHCID 769652-Bromobenzyl bromideHCID 5462224MagnesiumHCID 18370709Ethyl (2-fluorophenyl)pyruvate

Product 1

HCID 18370522Ethyl (2-bromophenyl)pyruvateYield 80%

Procedure

The title compound was prepared as described for (B4) using 2-bromobenzyl bromide (1.250 g, 5.00 mmol), magnesium (0.134 g, 5.50 mmol) and diethyl oxalate (1.462 g, 10.00 mmol). The product was isolated in the form of colorless oil in 80% yield and used instantly in next step.

Workup

  1. customThe product was isolated in the form of colorless oil in 80% yield

Sources & evidence

ORD record
ord-e94eb5bdb6c0477fb8f4e30576f53d72
Source dataset
uspto-grants-2015_12
Patent number
US09221860B2

Reaction notes

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