Diethyl Oxalate → HCID 178473083, compound

HRID 915455Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[Cl:8].[C:12](OCC)(=[O:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14].[Na]>>[CH2:16]([O:15][C:13](=[O:14])/[C:12](/[OH:18])=[CH:10]/[C:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)=[O:11])[CH3:17]

Participants

Reactant 3

HCID 7268Diethyl Oxalate

HCID 75841Ethanone, 1-(3,4-dichlorophenyl)-

HCID 5360545Sodium

Product 1

HCID 178473083HCID 178473083, compound

Procedure

In analogy to the procedure described for example 11 a], 1-(3,4-dichloro-phenyl)-ethanone was reacted with diethyl oxalate in the presence of metallic sodium to give (Z)-4-(3,4-dichloro-phenyl)-2-hydroxy-4-oxo-but-2-enoic acid ethyl ester as off-white solid.

Sources & evidence

ORD record: ord-ab42c95f87704410abc322e121fdb3ec
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07265149B2

Reaction notes

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