Water → HCID 21330921, compound

Participants

Reaction Steps

A solution of 82.7 g (0.288 mole) of 2-bromo-7-methyl-3-phenylbenzofuran and 18.1 g (0.144 mole) of cyclohexene-4-carboxylic acid in 500 ml of acetic acid is treated over about 30 minutes with 13.2 g (0.144 mole) of dinitrogen tetraoxide in 20 ml of acetic acid. After about two hours 21.8 g (0.173 mole) of cyclohexene-4-carboxylic acid and 15.9 g (0.173 mole) of dinitrogen tetroxide in 25 ml of acetic acid is added. After about 5 additional hours the reaction mixture is poured into cold water to give the crude product as a gum. Trituration with diethyl ether gives a solid which is recrystallized from cyclohexane and carbon tetrachloride to provide yellow solid 7-methyl-2-nitro-2-phenylbenzofuran, m.p. 122°-126° C.

Provenance & Evidence