Sulfuric Acid → HCID 178515346, compound

Participants

Reaction Conditions

Reaction Steps

Sulfuric acid (18 M; 2.25 mL, 40.5 mmol) was added to 2,2-dimethoxy-N-(4-trifluoromethylbenzyl)-acetamide (828 mg, 2.96 mmol) at rt. The combined solution was stirred at 50° C. overnight. The mixture was poured into ice, basified with NaOH (10 N) until pH>12, and extracted with EtOAc (3×50 ml). The extracts were washed with water (20 ml), dried over MgSO4, filtered, and concentrated in vacuo. The residue was triturated with 50% EtOAc/hexane (10 ml) to yield a yellow solid that was then purified by Gilson HPLC to give the title compound as yellow solid. 1H NMR (400 MHz, CDCl3): δ=7.18 (s, 1H), 7.45-7.51 (m, 1H), 7.96-8.02 (m, 2H), 8.89 (brs, 1H). MS(ES+): m/z=214.32 (100) [MH+]. HPLC: tR=2.64 min (polar—5 min, ZQ3).

Provenance & Evidence