反应详情

温度

22 °C

A solution of trans-4-[4-(tert-butoxycarbonyl)phenoxy]-2-butene (3.10 g, 12.48 mmol) in dry dichloromethane (50 ml) was treated at 22° C. with 3-chloroperoxybenzoic acid (4.30 g, 24.9 mmol) and the resulting mixture was stirred at 22° C. for 18 hours. The mixture was then diluted with toluene, washed with 5% sodium thiosulfate, saturated sodium bicarbonate and brine. After drying (sodium sulfate), evaporation of the solvent gave an oil that was chromatographed on silica gel. Elution with a mixture of toluene and ethyl acetate (95:5) gave 3.16 g (96%) of the title material as an oil which solidified upon standing: bp 85-90° C./0.05 torr (bulb to bulb, air bath temperature); mp 47-48° C.

1. washwashed with 5% sodium thiosulfate, saturated sodium bicarbonate and brine
2. customAfter drying
3. custom(sodium sulfate), evaporation of the solvent
4. customgave an oil that
5. customwas chromatographed on silica gel
6. washElution
7. additionwith a mixture of toluene and ethyl acetate (95:5)