Acetic Anhydride → HCID 20475370, compound

Participants

Reaction Steps

A solution of 4 g (0.018 mol) of 3,6-dimethyl-2,2'-bipyridine 1,1'-dioxide in 20 ml chloroform is added dropwise, at 60° C. and under a nitrogen atmosphere, to 20 ml of acetic anhydride. The mixture is stirred for 20 hours at 60°-65° C. and then concentrated in vacuo. After the addition of 50 ml of water and 50 ml of ethyl acetate, the mixture is rendered alkaline with potassium carbonate. The water phase is separated off and washed with four times 50 ml of ethyl acetate/THF (ratio about 2:1 by volume). The combined organic phases are dried over sodium sulfate. After the solvent has been distilled off in vacuo, 4.44 g (96% of theory) of a brown crude product are obtained, which can be caused to crystallise at 0° C. The crude product can be employed direct for further reactions. After recrystallisation from diethyl ether, 73% of pure 3-methyl-6-acetoxymethyl-2,2'-bipyridine 1' -oxide are obtained; melting point 105°-107° C.

Provenance & Evidence