Diethyl Oxalate → Ethyl 2-oxo-3-phenylpropanoate

HRID 1508423Notes

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

Participants

Reactant 4

HCID 7268Diethyl Oxalate

HCID 7498Benzyl Bromide

HCID 5462224Magnesium

HCID 18370709Ethyl (2-fluorophenyl)pyruvate

Product 1

HCID 12292599Ethyl 2-oxo-3-phenylpropanoateYield 80%

Procedure

The title compound was prepared as described for B4 using benzyl bromide (1.250 g, 7.31 mmol), magnesium (0.195 g, 8.04 mmol) and diethyl oxalate (2.136 g, 14.62 mmol) in the form of colorless oil in 80% yield and used instantly in next step.

Sources & evidence

ORD record: ord-52eb95a6d9b74cc5876a983ee0b66d2d
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09221860B2

Reaction notes

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