Ethyl 4-(m-methoxyphenyl)-3-phenyl-3-hydroxybutyrate → Ethyl 4-(m-methoxyphenyl)-3-phenylbutyrate

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A mixture of ethyl 4-(m-methoxyphenyl)-3-phenyl-3-hydroxybutyrate (4.39 g, 13.98 mmol), palladium/carbon (10%, 2.5 g) hydrochloric acid (1.2 mL) in acetic acid (150 mL) was subjected to hydrogenation (50 psi) for 24 h. The catalyst was filtered, and the filtrate was concentrated to afford 1.89 g (45%) of the desired product. 1H NMR (CDCl3) δ 7.10-7.27 (m, 6H), 6.63-6.70 (m, 2H), 6.55 (s, 1H), 3.95-4.05 (m, 2H), 3.70 (s, 3H), 3.39 (m, 1H), 2.83-2.89 (m, 2H), 2.56-2.68 (m, 2H), 1.10 (m, 3H).

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