HCID 58592523, compound → HCID 58592526, compound

Participants

Reaction Steps

To a solution of 3-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-3-phenylcyclopentanol (142 mg) in dichloromethane (10 mL) at room temperature were added pyridinium chlorochromate (146 mg) and powdered 4 A° molecular sieves (146 mg), and the resulting mixture was stirred at room temperature for 1.5 h and then filtered through a small pad of silica gel. The filtrate was evaporated in vacuo and the residue was purified by preparative TLC eluting with 30% ethyl acetate/70% hexanes to give the title compound as an oily material (150 mg). 1H NMR (400 MHz, CDCl3) δ 2.3-2.6 (4H, m), 2.68 (1H, d, J=17.6 Hz), 2.76 (1H, d, J=17.6 Hz), 3.52 (1H, q, J=9.2 Hz), 3.58 (1H, d, J=9.2 Hz), 4.52 (2H, s), 7.2-7.4 (5H, m), 7.59 (2H, s), 7.76 (1H, s).

Provenance & Evidence