Acetone → HCID 23371776, compound

Participants

Reaction Steps

A mixture of the product of step b (48 g), acetone (31 ml) and pyrrolidine (21 ml) in dry benzene (500 ml) is stirred at room temperature for 3 h and then at reflux for 6 h with water formed being removed via a Dean-Stark apparatus. The cooled mixture is treated with HCl (200 ml, 2M), stirred for 10 min, basified with aqueous NaOH (1M) and extracted with CH2Cl2 (3×300 ml). The combined extracts are dried (K2CO3), filtered and the solvent is evaporated off under reduced pressure to yield the crude product. This is purified by chromatography (silica gel, 50% toluene in hexane) and recrystallized from diethyl ether-pentane to give the title compound, m.p. 95°-96° C.

Provenance & Evidence