Triacetoxyperiodinane → 2-(4-Bromo-2,6-dimethylphenyl)acetaldehyde

Participants

Reaction Steps

Dess-Martin Periodinane (5.2 g, 12.5 mmol) was added portionwise to a solution of 32B (2.6 g, 11.4 mmol) in CH2Cl2 (60 mL) at 0° C. and the mixture was stirred at ambient temperature for 2 h. The reaction mixture was filtered and stirred with NaOH (1.0 M, 40 mL) for 10 min. The organic layer washed with brine, dried over Na2SO4 and concentrated to yield 53A (2.6 g, 99%) as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ ppm 2.24 (s, 6 H) 3.71 (d, J=1.77 Hz, 2 H) 7.20-7.20 (m, 2 H) 9.66 (t, J=1.89 Hz, 1 H).

Provenance & Evidence