Potassium Hydroxide → 3-Chloronaphthalen-2-amine

Participants

Reaction Steps

A mixture of 2.94 g (11.77 mmol) of N-(3-chloro-2-naphthyl)carbamic acid ethyl ester, and 7.93 g (141.2 mmol) KOH in 80 mL of EtOH is heated to reflux for 7 hours under an atmosphere of nitrogen. After cooling to room temperature, the solvent is evaporated in vacuo giving a residue to which ice is added. The mixture is extracted 3 times with 30 mL of CH2Cl2. The combined organic layers are dried over Na2SO4 and the solvents evaporated to give 3-chloro-2-aminonaphthalene as a brown solid.

Provenance & Evidence