1-[3-(2-Methoxy-4-nitro-phenyl)-prop-2-ynyl]-pyrrolidine → HCID 17989386, compound

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Reaction Steps

Dissolve 1-[3-(2-methoxy-4-nitro-phenyl)-prop-2-ynyl]-pyrrolidine (292 mg, 1.12 mmol) in EtOH (5 mL) and treat with 5% Pd/C. Purge the black mixture with hydrogen, then stir overnight at room temperature under a hydrogen atmosphere (1 atm). Filter the black mixture through a pad of Celite® and wash the solids with additional EtOH (20 mL). Concentrate the filtrate to give the title compound as an oil (240 mg, 91%). MS (ES+) 235.2 (M+1)+. 1H NMR (400 MHz, CDCl3) δ: 6.88 (d, 1H, J=8.3 Hz), 6.22-6.18 (m, 2H), 3.73 (s, 3H), 3.55 (s, 2H), 2.53-2.41 (m, 8H), 1.79-1.72 (m, 6H).

Provenance & Evidence