反应详情

To a mixture of 2-benzyl-4-(4-pyridyl)thiazole (3.00 g, 0.01 mol) and potassium permanganate (3.16 g, 0.02 mol) in benzene (30 mL) and water (60 mL) was added tetrahexyl ammonium iodide (0.96 g, 0.02 mol). The biphasic mixture was heated at reflux for 15 hours. After cooling the organic layer was separated and concentrated. The residue was taken up in ethyl acetate, filtered through silica gel, concentrated and chromatographed (ethyl acetate/hexane as eluant). Recrystallization from ethyl acetate/hexane afforded 1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone (0.50 g, 11%). mp. 135°-136° C.

1. temperatureThe biphasic mixture was heated
2. temperatureat reflux for 15 hours
3. temperatureAfter cooling the organic layer
4. customwas separated
5. concentrationconcentrated
6. filtrationfiltered through silica gel
7. concentrationconcentrated
8. customchromatographed (ethyl acetate/hexane as eluant)
9. customRecrystallization from ethyl acetate/hexane