m-Chloroperbenzoic acid → HCID 70317890, compound

Participants

Reaction Steps

The product from Example 65 (110 mg, 0.21 mmol) in dichloromethane (2 ml) was treated with m-chloroperoxybenzoic acid (86 mg, 0.25 mmol, 50% w/w) and stirred for 1 hour. The reaction was diluted with dichloromethane (25 ml) and washed with sodium bisulfite (30 ml, 10% solution), saturated sodium bicarbonate (30 ml) and brine (20 ml), dried over magnesium sulfate, evaporated and purified by silica gel chromatography eluting the desired product with ethyl acetate/hexane mixtures, 80 mg. 1H NMR δ(ppm) (CDCl3), 7.66 (2H, d, J=7.5 Hz), 7.53 (2H, d, J=7.5 Hz), 7.08-7.04 (2H, m), 6.90-6.78 (1H, m), 4.32 (1H, d, J=7.9 Hz), 3.64-3.55 (1H, m), 2.62-2.53 (2H, m), 2.48-2.38 (2H, m), 2.21-1.98 (2H, m), 1.65-1.54 (2H, m), 1.40 (9H, s), MS MH=540.

Provenance & Evidence