Methyl Isocyanate → 4-phenoxyphenoxyacetone oxime N-methyl carbamate

Participants

Reaction Steps

With stirring, a solution of 3.42 g of methyl isocyanate in 10 ml of acetonitrile is added dropwise over 30 minutes at room temperature to a solution of 12.85 g (0.05 mole) of 4-phenoxyphenoxyacetone oxime and 0.05 g of diazabicyclooctane in 90 ml of acetonitrile. After stirring for 7 hours at 40° C., the solvent is distilled off by rotary evaporation and the residue is purified by chromatography over 200 g of silica gel (eluant: a 3:1 mixture of diethyl ether and hexane). The main fraction is subsequently recrystallised in diethyl ether, affording 4-phenoxyphenoxyacetone oxime N-methyl carbamate (compound 5) of the formula ##STR20## with a melting point of 60°-62° C.

Provenance & Evidence