2,2-Dimethyl-4-[(1-oxodecyl)oxy]butanoic acid phenylmethyl ester → 2,2-Dimethyl-4-[(1-oxodecyl)oxy]butanoic acid

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A mixture of 2,2-dimethyl-4-[(1-oxodecyl)oxy]butanoic acid phenylmethyl ester (33.9 g), 20% Pd(OH)2 /C (2.0 g), and ethanol (150 mL) was hydrogenated at 50 psi at room temperature for 2 hours, filtered to remove the catalyst, and concentrated to afford 24.9 g (96.5%) of 2,2-dimethyl-4-[(1-oxodecyl)oxy]butanoic acid as a colorless oil. A portion was evaporatively distilled to afford an analytical sample: bp 190° C./0.02 mm; IR (CHC3) 1733 (C=O) and 1704 cm-1 (C=O); NMR (CDCl3) δ 0.87 (t, 3, CH3), 1.60-1.24 (m, 20, CH2 and CH3), 1.93 (t, 2, CH2), 2.25 (t, 2, CH2), 4.14 (t, 2, CH2); MS m/e 268 (M+ --H2O).

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