Water → HCID 19921909, compound

Participants

Reaction Steps

To a mixture of 0.126 g (0.2 mmol) of 6-[[5-[(3,4-dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]pentyl]oxy]-2,5-quinolinedipropanoic acid diethyl ester from the preceding example, 2.5 mL of tetrahydrofuran and 2.5 mL of water was added 25.7 mg (0.61 mmol) of lithium hydroxide monohydrate. The mixture was stirred at room temperature for 28.5 hr, acidified with 7 drops of 3N aqueous sulfuric acid, and worked-up with ethyl acetate in the usual manner. The residue was taken up in small amount of ethyl acetate and methanol and filtered. Most of the solvent in the filtrate was evaporated and hexane was then added to induce crystallization. The title compound (33.4 mg, 29.1%) was thus obtained as a white solid, mp 123°-128° C.

Provenance & Evidence