Ethyl Acetate → 2-(2-Oxo-3-phenylpiperidin-1-yl)acetic acid

Participants

Reaction Steps

To a solution of the product from Example 91C (2.7 g, 10.33 mmol) in methanol (10 mL) was added sodium hydroxide (2.0 M) (10.33 ml, 20.66 mmol). After stirring for 30 minutes, thin layer chromatography (100% ethyl acetate) showed complete consumption of the starting material. The reaction was diluted with ethyl acetate (50 mL), washed with 1 N HCl (50 mL) and brine (50 mL), dried over magnesium sulfate, and concentrated to supply the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 7.41-7.15 (m, 5H), 4.35 (d, J=16.9, 1H), 4.01 (d, J=16.9, 1H), 3.80-3.69 (m, 1H), 3.68-3.51 (m, 1H), 3.44 (dt, J=5.6, 11.3, 2H), 2.31-2.12 (m, 1H), 2.09-1.77 (m, 3H).

Provenance & Evidence