Triphenylphosphine → 3-(1-Bromo-ethyl)-5-(3-chloro-phenyl)-[1,2,4]oxadiazole

Participants

Reaction Steps

A solution of NBS (396 mg, 2.22 mmol) in THF (2 ml) was added dropwise to a solution of triphenylphosphine (583 mg, 2.22 mmol) in THF (2 ml) at 0° C. After stirring for 20 min 1-[5-(3-chloro-phenyl)-1,2,4-oxadiazol-3-yl]-ethanol (416 mg, 1.85 mmol) in THF (2 ml) was added. Stirring was continued o.n. at r.t. before the solvent was removed under reduced pressure. Flash chromatography (hep/EA 6:1) afforded 168 mg (32%) of the title compound. 1H NMR: 2.12 (d, 3 H) 5.21 (q, 1 H) 7.47 (t, 1 H) 7.57 (m, 1 H) 8.03 (d, 1 H) 8.15 (s, 1 H)

Provenance & Evidence