Dimethylformamide → HCID 54051668, compound

HRID 894739Notes

Reaction equation

HRID 894739 reaction equation
[OH:1][N:2]=[C:3]([C:9](=[O:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH2:12]([O:14][CH2:15][CH2:16]Br)[CH3:13].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>C(OC(=O)C)C>[CH2:12]([O:14][CH2:15][CH2:16][O:1][N:2]=[C:3]([C:9](=[O:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH3:13]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 611412-Bromoethyl ethyl etherHCID 178472877HCID 178472877, compound

Product 1

HCID 54051668HCID 54051668, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 2-hydroxyimino-3-oxobutyrate (syn isomer 40 g.), ethoxyethyl bromide (41.1 g.), potassium carbonate (54.1 g.), N,N-dimethylformamide (65 ml.) and ethylacetate (65 ml.) were treated in a similar manner to that of Example A-(1) to give ethyl 2-(2-ethoxyethoxyimino)-3-oxobutyrate (syn isomer, 56.8 g.).

Sources & evidence

ORD record
ord-5100a9668fe042c789bec13099863e55
Source dataset
uspto-grants-1981_08
Patent number
US04284631

Reaction notes

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