Triphenylphosphine → (6-(Benzyloxy)-2,3-difluorophenethyl)triphenylphosphonium, iodide salt

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Reaction Conditions

Reaction Steps

To a solution of 1-(benzyloxy)-3,4-difluoro-2-(2-iodoethyl)benzene (720 mg, 1.924 mmol) in Xylene (10 mL) was added Ph3P (1514 mg, 5.77 mmol) and the mixture was heated at 140° C. for 16 h. The mixture was cooled to rt (The product solidified). Solids were then filtered off and washed with toluene and ether, dried under high vac to afford (6-(benzyloxy)-2,3-difluorophenethyl)triphenylphosphonium, iodide salt (600 mg, 0.943 mmol, 49.0% yield) as white solid. 1H NMR (500 MHz, CDCl3) δ 7.87-7.77 (m, 3H), 7.77-7.59 (m, 12H), 7.53-7.44 (m, 2H), 7.40-7.33 (m, 3H), 7.02 (q, J=9.3 Hz, 1H), 6.70 (d, J=9.1 Hz, 1H), 5.15 (s, 2H), 3.81-3.69 (m, 2H), 3.10-2.98 (m, 2H). LCMS (M+H)=510.2.

Provenance & Evidence