Dimethylformamide → HCID 54050120, compound

HRID 1659792Notes

Reaction equation

HRID 1659792 reaction equation
[CH2:1]([O:3][C:4](=[O:11])[C:5](=[N:9][OH:10])[C:6](=[O:8])[CH3:7])[CH3:2].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1.CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][O:10][N:9]=[C:5]([C:6](=[O:8])[CH3:7])[C:4]([O:3][CH2:1][CH3:2])=[O:11])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 96024-Fluorobenzyl chlorideHCID 11430Potassium CarbonateHCID 178472877HCID 178472877, compound

Product 1

HCID 54050120HCID 54050120, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Ethyl2-hydroxyimino-3-oxobutyrate (syn isomer, 40.0 g.), 4-fluorobenzyl chloride (43.6 g.), N,N-dimethylformamide (60.0 ml), potassium carbonate (52.0 g.) and ethyl acetate (60.0 ml.) were treated in a conventional manner to give ethyl 2-(4-fluorobenzyloxyimino)-3-oxobutyrate (syn isomer, 64.4 g.).

Sources & evidence

ORD record
ord-c7bb356b629c47989052c8268be4bd22
Source dataset
uspto-grants-1981_12
Patent number
US04304770

Reaction notes

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