Water → HCID 66621869, compound

Participants

Reaction Steps

Combine methyl 4′-((1-cyclohexyl-2-oxopyrrolidin-3-yl)methyl)-3′-(trifluoromethoxy)biphenyl-4-carboxylate (9.15 g, 19.2 mmol), THF (175 mL) and water (175 mL) in a 500 mL flask equipped with a magnetic stir bar. While stirring in an ice bath treat the mixture with lithium hydroxide monohydrate (2.42 g, 57.7 mmol). Stir the reaction for 30 minutes, warm to room temperature and stir an additional 16 hours. Dilute with ethyl acetate (250 mL) and wash with water (250 mL). Add hydrochloric acid (2N) to the aqueous layer until it is acidic then extract with ethyl acetate (2×300 mL). Wash the extracts with aqueous saturated sodium chloride solution (1×250 mL), dry over anhydrous magnesium sulfate and concentrate to afford 6.98 g (79%) of the product as a white solid: MS (m/z): 462 (M+1).

Provenance & Evidence