4-Benzyloxymethyl-cyclohexanecarboxylic acid methyl ester → Cyclohexanecarboxylic acid, 4-(hydroxymethyl)-, methyl ester

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Reaction Steps

4-Benzyloxymethyl-cyclohexanecarboxylic acid methyl ester (340 mg, 1.30 mmol) is dissolved in MeOH (15 mL). In the presence of catalytic amount of 10% Pd/C, the reaction mixture is stirred for 3 hours under H2 (10 bar). After removal of 10% Pd/C, solvent is evaporated. The desired product, 4-hydroxymethyl-cyclohexanecarboxylic acid methyl ester, is obtained (160 mg, 72%) after purification using silica gel column chromatography (eluent: EtOAc/hexane).

Provenance & Evidence