Benzenebutanol → 4-Phenylbutanal

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-phenylbutan-1-ol (1.0 g, 6.6 mmol, 1.0 g) in DCM, cooled to 0° C. was added Dess Martin periodinane (8.4 g, 19.9 mmol, 3.0 eq). The reaction mixture was stirred at ambient temperature for 2 h, before being diluted with DCM and washed with 10% aq. NaHCO3 solution. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the desired product (600 mg, 61%); 1H NMR (400 MHz, CDCl3) δ 9.77-9.76 (s, 1H), 7.32-7.27 (m, 2H), 7.23-7.18 (m, 3H), 2.69-2.65 (t, 2H), 2.45-2.49 (t, 2H), 1.94-2.00 (m, 3H). MS (ESI): 166.2 (M+H)+.

Provenance & Evidence