Ethyl acetate hexane → HCID 57949792, compound

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A mixture of 7-chloro-5-ethenyl-2-(4-chloro-benzyl)-2,3-dihydro-isoindol-1-one (0.032 g, 0.1 mmol) and 10% palladium on carbon (20 mg) in ethanol (25 mL) was reduced under 45 p.s.i. hydrogen. Workup and silica gel column chromatography using combinations 3:1 hexane-ethyl acetate afforded 7-chloro-5-ethyl-2-(4-chloro-benzyl)-2,3-dihydro-isoindol-1-one (0.020 g, 63%). 1H NMR (300 MHz, CDCl3): δ (ppm) 1.23 (t, 3H), 2.68 (q, 2H), 4.18 (s, 2H), 4.72 (s, 2H), 7.09 (s, 1H), 7.22-7.32 (m, 5H). GC-MS: m/z 319 (M−1)+, 284 (M−35)+.

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