8-Methylsulfonyl-12-benzyloxy-13-(4-fluorophenoxy)tridecanoic acid → 8-Methylsulfonyl-12-hydroxy-13-(4-fluorophenoxy)tridecanoic acid

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Reaction Steps

The hydrogenolysis of 8-methylsulfonyl-12-benzyloxy-13-(4-fluorophenoxy)tridecanoic acid (1.237 g., 2.43 mmoles) in absolute ethanol (100 ml.) in the presence of 10% palladium on charcoal (0.2 g.) is carried out at 25° C. in an atmospheric-pressure hydrogenator. After hydrogen uptake stops, the catalyst is filtered off and the solvent is evaporated in vacuo to leave the title compound as a colorless oil (0.927 g., 2.21 mmoles, 91%). ir (neat) 2.8~4.0, 5.81, 6.22, 6.65, 6.86, 7.80, 8.30, 8.95, 10.46, 12.04, 13.18μ; pmr (CDCl3) δ 1.1-3.0 (22H, m, containing a methyl singlet at 2.82 δ), 3.6-4.2 (3H, m), 6.2-6.7 (2H, m), 6.7-7.2 (4H, m).

Provenance & Evidence