反应详情

A mixture of 1-(hex-5-ynyl)-4-n-propyl-2,6,7-trithiabicyclo [2.2.2]octane (1.07 g. 1.0 equivalent), 3-chloroperbenzoic acid (0.80 g., 1.05 equivalent, 85% Lancaster Synthesis), and anhydrous sodium acetate (1.0 g.) in anhydrous acetonitrile was stirred at 20° from 24 hours. The solvent was removed in vacuo and the residue partitioned between water and ethyl acetate. The organic phase was separated, washed with sodium hydrogen carbonate solution and brine before drying over anhydrous magnesium sulphate. The solvent was removed in vacuo and the residue was chromatographed on silica. Elution with hexane: ethyl acetate mixtures (20% 75%) ethyl acetate gave 1-(hex-5-ynyl)-4-n-propyl-2,6,7-trithiabicyclo[ 2.2.2]octane 2-oxide as a colourless solid (0.47 g).

1. customThe solvent was removed in vacuo
2. customthe residue partitioned between water and ethyl acetate
3. customThe organic phase was separated
4. washwashed with sodium hydrogen carbonate solution and brine
5. dry with materialbefore drying over anhydrous magnesium sulphate
6. customThe solvent was removed in vacuo
7. customthe residue was chromatographed on silica
8. washElution with hexane