Peracetic Acid → HCID 20162854, compound

Participants

Reaction Steps

A solution of (25) (175 mg) in dry dioxan (7 ml) was treated with a solution of peracetic acid in glacial acetic acid (0.99 ml of a 5.07 % w/v solution). The mixture was stirred at room temperature for approximately 20 mins, then evaporated to dryness. The residue was evaporated once more from dry dioxan before drying thoroughly in vacuo. The residue was taken up in chloroform and chromatographed on a short column of silica gel eluting with 10% meOH/CHCl3 to give the product (26) (186 mg) a mixture of sulphoxide isomers (approximately 1:2) νmax (CHCl3) 3410, 1785, 1690, and 1490 cm-1 ; δppm (CDCl3) (90 MHz) 2.60 (major isomer) and 2.67 (minor isomer) (both s, together 3H), 3.79 and 4.12 (ABq, minor isomer, J 8 Hz) and 3.87 and 4.01 (ABq, major isomer, J 6 Hz) (together 2H), 4.53 (minor isomer) and 4.60 (major isomer) both s, together 2H), 6.52 (s, 1H, exch.), 6.80 to 7.45 (m, 5H), 7.78 (s, 1H, exch.).

Provenance & Evidence