Triacetoxyperiodinane → HCID 87870452, compound

Participants

Reaction Steps

3-(3,5-bis(trifluoromethyl)benzyloxy)-2-methyl-2-phenylpropan-1-ol (500 mg, 1.28 mol) was treated with Dess-Martin periodinane (5.76 g, 15 wt % in CH2Cl2, 2.03 mmol) in methylene chloride for 2 hour at room temperature. The reaction mixture was loaded directly onto silica column and eluted with 5% ethyl acetate in haxanes. 375 mg (75%) of the desired aldehyde was obtained. 1H NMR (500 MHz, CDCl3) δ: 1.60 (s, 3 H) 3.80 (m, 1 H) 4.02 (m, 1 H) 4.62 (m, 2 H) 7.27 (m, 2 H) 7.33 (m, 1 H) 7.39 (m, 2 H) 7.67 (s, 2 H) 7.78 (s, 1 H) 9.61 (s, 1 H).

Provenance & Evidence