Ethyl Acetate → HCID 57949667, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromomethyl-benzoic acid methyl ester (0.460 g, 2.0 mmol), 2-methyl-3-phenyl-propylamine (0.298 g, 2.0 mmol), and K2CO3 (0.500 g, 3.6 mmol) in toluene (10 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-(2-methyl-3-phenyl-propyl)-2,3-dihydro-isoindol-1-one (0.265 g, 50%). 1H NMR (300 MHz, CDCl3): δ (ppm) 0.93 (d, 3H), 2.19 (m, 1H), 2.46 (m, 1H), 2.73 (m, 1H) 3.56 (d, 2H), 4.36 (dd, 2H), 7.14-7.56 (m, 8H), 7.86 (d, 1H). GC-MS: m/z 265 (M)+.

Provenance & Evidence