Ammonia → 4-Fluoro-2-methyl-5-nitrophenol

Participants

Reaction Steps

4-Fluoro-2-methyl-5-nitrophenyl methyl carbonate (D15) (2.36 mmol, 540 mg) was treated under argon with 6 mL of a 2M solution of ammonia in methanol (12 mmol NH3, 5 eq) and was allowed to stir for 1.5 h. The mixture was concentrated under reduced pressure and purified by chromatography (0-25% ethyl acetate/petrol ether) to give the title compound as bright yellow solid (1.7 mmol, 290 mg, 72% yield). M−H=170.12, Rt 2.34 min, 1H NMR δ (CDCl3) 7.48 (1H, d), 7.06 (1H, d), 5.15 (1H, s), 2.32 (3H, s).

Provenance & Evidence