2-(2-Hydroxyethyl)pyridine → 2-Methyl-6-[3-(2-pyridin-2-yl-ethoxy)-phenoxymethyl]-phenoxy-acetonitrile

Participants

Reaction Steps

To a solution of [2-methyl-6-(3-hydroxy-phenoxymethyl)-phenoxy]-acetonitrile (135 mg, 0.5 mmol, example 25) and 2-(pyridin-2-yl)-ethanol (126 mL, 0.94 mmol) in THF (2 mL) is added triphenylphosphine (262 mg, 1 mmol) followed by DEAD (118 mL, 0.75 mmol). The resulting solution is stirred for 2 h, then concentrated and the residue purified by flash chromatography (silica, 50% ethyl acetate in hexanes) to give the title compound as an oil. MS (ESI) 375 (M+H)+.

Provenance & Evidence