1-Bromo-2-methylpropane → Ethyl 2-[(2-methylpropoxy)imino]-3-oxobutanoate

HRID 1284684Notes

Reaction equation

HRID 1284684 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+].[CH2:18](Br)[CH:19]([CH3:21])[CH3:20]>CN(C)C=O>[CH2:18]([O:1][N:2]=[C:3]([C:9](=[O:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:19]([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 11430Potassium CarbonateHCID 178472877HCID 178472877, compound

Product 1

HCID 53699031Ethyl 2-[(2-methylpropoxy)imino]-3-oxobutanoateYield 77.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 2-hydroxyimino-3-oxobutyrate (syn isomer, 40 g.), N,N-dimethylformamide (200 ml.), potassium carbonate (52.7 g.) and iso-butyl bromide (34.94 g.) were treated in a similar manner to that of Example F-(1) to give ethyl 2-iso-butoxyimino-3-oxo-butyrate (syn isomer, 42 g.).

Sources & evidence

ORD record
ord-5b2d105de56a4b9eaf3c743cf93030a4
Source dataset
uspto-grants-1986_01
Patent number
US04563522

Reaction notes

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