Phthalimidine → 2-(3-Methoxy-benzyl)-2,3-dihydro-isoindol-1-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,3-dihydro-isoindol-1-one (0.066 g, 0.5 mmol), 1-chloromethyl-3-methoxy-benzene (0.094 g, 0.6 mmol), Cs2CO3 (0.408 g, 1.25 mmol), and 18-crown-6 (0.013 g, 0.05 mmol) in acetone (5 mL) was stirred at 70° C. for 16 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-(3-methoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.053 g, 42%). 1H NMR (300 MHz, CDCl3): δ (ppm) 3.80 (s, 3H), 4.26 (s, 2H), 4.80 (s, 2H), 6.88 (d, 3H), 7.22-7.52 (m, 4H), 7.90 (d, 1H).

Provenance & Evidence