2-Benzoylcyclohexanone → 2-Benzoyl-2-[2-(4-methoxybenzyloxycarbonyl)ethyl]cyclohexanone

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Reaction Steps

The title compound was prepared in 65.5% yield after chromatography (silica gel, hexane/ethyl acetate 4:1) from 2-benzoylcyclohexanone and p-methoxybenzyl acrylate using a similar method to that used in Preparation 2. (M+ 394.13, 53%). Rf 0.39 (silica, hexane/ethyl acetate (2:1). 1H-NMR (300 MHz, CDCl3): =1.38-1.49 (m, 1 H), 1.68-1.82 (m, 3H), 1.98-2.57 (m, 7H), 2.82-2.91 (m, 1H), 3.82 (s, 3H), 5.03 (s, 2H), 6.87 (d, 2H), 7.26 (d, 2H), 7.42 (t, 2H), 7.56 (t, 1H), 7.88 (d, 2H) ppm. Analysis %: Found: C, 73.05; H, 6.74; C24H26 O5 requires C, 73.08; H, 6.64.

Provenance & Evidence