Hydrochloric Acid → 2-Chloro-4-butylaniline

Participants

Reaction Conditions

Reaction Steps

To a suspension of 68 (8.54 g; 37.9 mmol) in ethanol (20 mL) was added concentrated hydrochloric acid (20 mL). The resulting mixture was heated at 120° C. for 5 hours, allowed to cool to room temperature, then made basic with aqueous potassium hydroxide, and extracted with methyl tert-butyl ether (3×75 mL). The combined organic extracts were washed with aqueous saturated sodium chloride, dried over sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title product as a dark oil (5.89 g).

Provenance & Evidence