Morpholine → 2-Morpholino-5-nitrobenzoic acid

Participants

Reaction Steps

To a solution of 12.2 mmol 2-fluoro-5-nitrobenzoic acid (CAS 7304-32-7; commercially available, e.g. from Fluorochem) in 40 ml THF was added 18.2 mmol morpholine and the mixture was stirred at room temperature for 16 h. The volatiles were removed in vacuo and the residue was resuspended in 25 ml water and acidified to pH 4 by dropwise addition of aqueous HCl. The resulting mixture was stirred at room temperature for 30 min, and the resulting crystals were then collected by filtration and dried in vacuo at 50° C. to afford the title compound as a yellow solid (yield 32%). MS (m/e): 251.0 ([M−H]−, 100%)

Provenance & Evidence