Triphenylphosphine → 4-Methoxy-3-(11-phenylundecyloxy)benzaldehyde

Participants

Reaction Steps

To a solution of 3-hydroxy-4-methoxybenzaldehyde (2.5 grams), 11-phenylundecylalcohol (4.6 grams) and triphenylphosphine (4.9 grams) in tetrahydrofuran at 0° C. is slowly added diethyl azodicarboxylate (2.9 ml). After stirring for 2 hours at room temperature the mixture is concentrated under reduced pressure and purified by column chromatography on a silica gel column using a 9:1 mixture of hexane and ethyl acetate as eluent to give 2.4 grams of a yellow oil. 1H NMR (CDCl3) δ 1H NMR (CDCl3) δ 0.82-1.89 (m, 18H), 2.35-2.70 (m, 2H), 3.95 (s, 3H), 4.00-4.08 (m, 2H), 6.95-7.45 (m, 8H), 9.84 (s, 1H).

Provenance & Evidence