Dimethyl Sulfate → HCID 86759321, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 12.9 g of pentane-2,3,4-trione 3-oxime in 38.5 g of DMF and 13.9 g of dimethyl sulfate (DMS) were added dropwise to a suspension of 16.6 g of potassium carbonate in a mixture of 32 g of dimethyl formamide (DMF) and 8 g of tert-butyl methyl ether (MTBE) at about 20° C. with cooling. After stirring at about 20° C. for 2 h, 2.2 g of diethylamine were added to destroy excess DMS and, after stirring at about 20° C. for a further hour, 130 ml of water were added. The solution was extracted with tert-butyl methyl ether. From the combined organic phases there were obtained after washing with 1 N H2SO4 13.5 g of pentane-2,3,4-trione 3-O-methyloxime (91.9% pure according to GC analysis), corresponding to a yield of 86.7% of theory.

Provenance & Evidence