2-Chloropyridine → HCID 15239098, compound

Participants

Reaction Steps

To a mixture of sodium hydride (0.13 g) in 5 ml of THF and 5 ml of HMPA, cooled in an ice bath, is added, dropwise, 2-[4-(3-methyl-2-butenoxy)phenoxy]ethanol (1.00 g) in 5 ml of THF. The mixture is stirred at RT for 1 hour, after which 2-chloropyridine (0.61 g) is added and the mixture is stirred at 60° for 2 hours. The solvent is removed by rotoevaporation. The residue is taken up in ether, washed with water, dried and concentrated, and the remaining oil is purified by column chromatography to give 2-{2-[4-(3-methyl-2-butenoxy)phenoxy]ethoxy}pyridine, MS m/e 300 (M+).

Provenance & Evidence