Ethyl Acetate → HCID 57949329, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (0.115 g, 0.5 mmol), 3-(4-methoxy-phenyl)-propylamine (0.110 g, 0.6 mmol), and K2CO3 (0.207 g, 1.5 mmol) in toluene (3 mL) was heated with stirring at 100° C. for 2 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-[3-(4-methoxy-phenyl)-propyl]-2,3-dihydro-isoindol-1-one (0.114 g, 81%). 1H NMR (300 MHz, CDCl3): δ (ppm) 1.98 (m, 2H), 2.63 (t, 2H), 3.64 (t, 2H), 3.76 (s, 3H), 4.36 (s, 2H), 6.78 (d, 2H), 7.18 (d, 2H), 7.52 (m, 3H), 7.82 (d, 1H). GC-MS: m/z 281 (M)+.

Provenance & Evidence