Dimethyl Sulfate → HCID 86759322, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 129 g of pentane-2,3,4-trione 3-oxime in 246 g of MTBE and 132 g of dimethyl sulfate (DMS) were added dropwise to 332 g of a 50% by weight aqueous solution of potassium carbonate, 110 g of dimethylformamide (DMF), 300 g of tert-butyl methyl ether (MTBE) and 7 g of dimethyl sulfate (DMS) at about 17-19° C. with cooling. After stirring at about 20° C. for 2 h, 36.5 g of diethylamine were added to destroy excess DMS and, after stirring at about 20° C. for a further hour, 600 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 136.9 g of pentane-2,3,4-trione 3-O-methyloxime (96.3% pure according to GC analysis), corresponding to a yield of 92.1% of theory.

Provenance & Evidence