Water → HCID 59138622, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-(6-chloropyridin-3-yl)-2,2-dimethyl-3-phenylpropanoate (Example 4(c), 67 mg, 0.22 mmol), lithium hydroxide monohydrate (55 mg, 1.3 mmol), water (2 mL), and dioxane (2 mL) was stirred at 110° C. for 1.5 hr and then concentrated. The residue was partitioned between water (4 mL) and diethyl ether (6 mL) were added. The ether layer was reextracted with water (1 mL). The combined aqueous solutions were neutralized with aqueous 10% citric acid solution to pH=5 and extracted with ethyl acetate (3×5 mL). The combined ethyl acetate extracts were washed with brine (2 mL), dried (Na2SO4) and concentrated to give 3-(6-chloropyridin-3-yl)-2,2-dimethyl-3-phenylpropanoic acid (57 mg, 0.20 mmol, 89% yield). MS found: (M−H)−=288.19.

Provenance & Evidence