Cyclohexyl bromide → Ethyl 2-[(cyclohexyloxy)imino]-3-oxobutanoate

HRID 848265Notes

Reaction equation

HRID 848265 reaction equation
[OH:1][N:2]=[C:3]([C:9](=[O:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(=O)([O-])[O-].[K+].[K+].[CH:18]1(Br)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>CN(C)C=O>[CH:18]1([O:1][N:2]=[C:3]([C:9](=[O:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 7960Cyclohexyl bromideHCID 11430Potassium CarbonateHCID 178472877HCID 178472877, compound

Product 1

HCID 54351806Ethyl 2-[(cyclohexyloxy)imino]-3-oxobutanoateYield 91.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 2-hydroxyimino-3-oxobutyrate (syn isomer, 30 g.), N,N-dimethylformamide (100 ml.), potassium carbonate (39.5 g.) and cyclohexyl bromide (31.1 g.) were treated in a similar manner to that of Example F-(1) to give ethyl 2-cyclohexyloxyimino-3-oxobutyrate (syn isomer, 41.8 g.), oil.

Sources & evidence

ORD record
ord-701ba944fdf647e7804a7d8ca7d9deb4
Source dataset
uspto-grants-1981_10
Patent number
US04294960

Reaction notes

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