Benzyl Alcohol → HCID 67771393, compound

Participants

Reaction Conditions

Reaction Steps

1.8 g commercial 80% sodium hydride in paraffin is added in small portions at room temperature to 5.4 ml benzyl alcohol dissolved in 300 ml dry dimethylformamide. The benzylate solution is stirred for a further 2 hours. Thereafter it is cooled to -40° C., mixed with 10.0 g 6,8-dichloro-2-methyl-imidazo[1,2-a]pyridine and stirred for a further 4 hours. The temperature is allowed to rise gradually to 12° C. and the mixture is stirred at this temperature for 48 hours. Thereafter the solution is poured onto 1.5 kg icewater, the solution brought to pH=7 with 1 N-HCl and extracted 3×with 100 ml ethyl acetate each time. The combined extracts are dried with sodium sulfate and evaporated to dryness on the rotary evaporator. After dissolution in 100 ml 2-propanol, the title compound is precipitated by addition of saturated HCl-ether solution. After the precipitate has been filtered off under suction, it is recrystallized twice from isopropanol, 4.5 g of the title compound of m.p. 180°-182° C. being obtained.

Provenance & Evidence