Tetrahydrofuran → HCID 12043169, compound

Participants

Reaction Steps

A mixture of 4-[4-(5-chloro-thiophen-2-yl)-phenyl]-4-oxo-butyric acid, methyl ester (5.99 g, 0.0194 mol), 1.0 M aqueous sodium hydroxide (23 mL, 0.023 mol), tetrahydrofuran (50 mL), and methanol (50 mL) was stirred at room temperature for 26 hours. The resulting suspension was filtered, and the filtercake was washed with methanol. The filtercake was partitioned between dichloromethane-tetrahydrofuran-ethyl acetate (100 mL each) and 0.5 M aqueous hydrochloric acid (50 mL). The organics were washed with brine, dried (Na2SO4), and rotary evaporated to give 2.99 g of 4-[4-(5-chloro-thiophen-2-yl)-phenyl]-4-oxo-butyric acid as a bright yellow solid; mp 212-213° C.

Provenance & Evidence