Sodium Bicarbonate → 1-Fluoronaphthalen-2-amine

Participants

Reaction Steps

A mixture of 1.31 g (6.43 mmol) of 1-fluoro-2-acetylaminonaphthalene in 15 mL of 6 N HCl and 15 mL of EtOH under a nitrogen atmosphere is heated to reflux for 3 hours and then allowed to cool to room temperature. The reaction is neutralized with saturated aqueous NaHCO3 and extracted 3 times with 30 mL of CH2Cl2. The combined organic layers are washed 2 times with 20 mL saturated brine, dried over MgSO4 and the solvents evaporated to give 1-fluoro-2-aminonaphthalene.

Provenance & Evidence