Hydrochloric Acid → Nitrobenzene

Participants

Reaction Steps

0.87 mL (10.8 mmole) of pyridine and 956 mg (4.35 mmoles) of 4-chloro-3-nitrobenzoylchloride were added to a 30 mL tetrahydrofuran solution of 1.0 g (3.6 mmoles) of aniline compound (1B-18) and the mixture was stirred for one hour at room temperature. To the reaction solution was added 1N hydrochloric acid and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with anhydrous magnesium sulfate, then the solvent was removed under reduced pressure. The residue was slurry washed with ethyl acetate-hexane, yielding 1.41 g (a yield of 85 percent) of nitrobenzene compound (1B-19).

Provenance & Evidence