m-Chloroperbenzoic acid → HCID 13882254, compound

Participants

Reaction Steps

1-(2-Fluorophenyl)cyclohexene of Example 1(a) [6.76 g; 0.038 mole] was dissolved in a two-phase system consisting of 350 ml of CH2Cl2 and 110 ml of 0.5M NaHCO3. m-Chloroperbenzoic acid (7.80 g of 85%; 0.38 mole) was then added portionwise with vigorous mechanical stirring. After 2 hours TLC indicated that the reaction was complete. The organic layer was separated and washed with 100 ml of N NaOH and 100 ml of water. Drying and concentration under reduced pressure gave an oil which amounted to 6.34 g (86%) after distillation, b.p. 113°/0.075 mm (Kugelrohr). A small portion was chromatographed over silica gel (CHCl3) to remove traces of polar impurities and distilled again to provide the sample of 1-(2-fluorophenyl)cyclohexene oxide.

Provenance & Evidence