Potassium Acetate → 2,6-Dichloro-3-nitrophenylmethyl acetate

Participants

Reaction Steps

A rapidly stirred solution of the mixture from Step A, 20.6 grams (0.21 mole) of potassium acetate and 3.0 grams of tetrabutylammonium bromide in 250 ml of acetonitrile was heated under reflux for 24 hours. The reaction mixture was cooled and filtered. The filtrate was washed with two portions of an aqueous solution saturated with sodium chloride. The organic layer was slurried with magnesium sulfate, decolorizing carbon, and 500 grams of silica gel. The mixture was filtered and the filtrate concentrated under reduced pressure to give 28.7 grams of 50% 2,6-dichloro-3-nitrophenylmethyl acetate and 50% 2,6-dichloro-3-nitrotoluene. The nmr and the ir spectra were consistent with the proposed structure.

Provenance & Evidence