Nitric Acid → HCID 18973898, compound

Participants

Reaction Steps

Nitric acid (15M, 3.13 ml) was added to acetic anhydride 12.52 ml) at 0° C. and the mixture stirred for 15 minutes, then added to a stirred solution of methyl 4-[3-(2-hydroxyphenyl)-propyl]benzoate (12.89 g) in acetic anhydride (300 ml) at 0° C. and stirred for 18 hours. The solvent was evaporated and the resulting yellow oil purified by chromatography on silica gel using ethyl acetate: hexane (1:9 to 1:1 gradient) as eluant to give methyl 4-[3-(2-hydroxy-3-nitrophenyl)propyl]benzoate (5.4 g) and methyl 4-[3-(2-hydroxy-5-nitrophenyl)propyl]benzoate (7.5 g).

Provenance & Evidence