Diethyl Oxalate → Ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate

HRID 1437253Notes

Reaction equation

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

Participants

Reactant 2

HCID 7268Diethyl Oxalate

HCID 98284'-Fluoroacetophenone

Product 1

HCID 596593Ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoateYield 60%

Procedure

The general procedure of Referential Example 3-1) was repeated through use of 4′-fluoroacetophenone (3.0 g) and diethyl oxalate (5.9 mL), to thereby give the title compound as a solid (3.12 g, 60%).

Sources & evidence

ORD record: ord-fb0310f8678d4f4ba3c5dc3f164fb826
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07622471B2

Reaction notes

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