Triphenylphosphine → [2-(3-Bromomethyl-phenoxymethyl)-6-methyl-phenoxy]-acetonitrile

Participants

Reaction Steps

To a solution of [2-(3-hydroxymethyl-phenoxymethyl)-6-methyl-phenoxy]-acetonitrile (230 mg, 0.81 mmol, example 75) in THF (3 mL) is added Ph3P (233 mg, 0.89 mmol) and stirred until homogeneous. Cooled solution to 0° C. then added portionwise NBS (151 mg, 0.85 mmol) and let stir 45 min. Concentrated reaction mixture under reduced pressure. The residue is purified by flash chromatography (silica, 40% CH2Cl2 in hexanes) to give the title compound as a white crystalline solid. MS (EI) 345, 347 (M)+, Br pattern.

Provenance & Evidence