Hydrochloric Acid → HCID 21842201, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the above crude ester (6.60 g), methanol (50 ml), tetrahydrofuran (30 ml) and 4N sodium hydroxide (10 ml) was stirred at room temperature for 24 h, at 65° C. for 9 h and then at room temperature for 48 h. Water (100 ml) and concentrated hydrochloric acid (10 ml) were added and the product was extracted with dichloromethane (3×20 ml). The combined organic extracts were washed with brine (100 ml), dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography on silica gel (100 g) using a gradient of heptane and ethyl acetate (1:1→0:1). This afforded 1.93 g (50%) of the title compound as an oil, which crystallised after standing 1 day at room temperature. The product was recrystallised from a mixture of ethyl acetate and heptane to give 1.45 g of the title compound.

Provenance & Evidence