Ammonium Chloride → Phenyl 3-methoxyacridan-9-carboxylate

Participants

Reaction Steps

Ammonium chloride (3.45 g, 64 mmol) and 4.2 g of zinc (64 mmol) were added to an Ar-purged suspension of 0.85 g (2.5 mmol) of the ester from step (c) in 50 mL of ethanol. The mixture was stirred for 2 h, filtered and the solids washed with CH2Cl2. The combined solutions were evaporated to dryness producing a white solid which was dissolved in ethyl acetate and washed with 3×25 mL of water. The product was used without further purification. 1H NMR (CDCl3) δ 3.76 (s, 3H), 5.29 (s, 1H), 6.47-7.36 (m, 12H), 8.21 (br s, 1H).

Provenance & Evidence