반응 #4448

반응 방정식

2-benzyl-4-(4-pyridyl)thiazole

potassium permanganate

→

1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone

수율 18.8%

용매

benzene

water

반응 조건

후처리

1. 1
   온도The biphasic mixture was heated
2. 2
   온도at reflux for 15 hours
3. 3
   온도After cooling the organic layer
4. 4
   기타was separated
5. 5
   농축concentrated
6. 6
   여과filtered through silica gel
7. 7
   농축concentrated
8. 8
   기타chromatographed (ethyl acetate/hexane as eluant)
9. 9
   기타Recrystallization from ethyl acetate/hexane

실험 절차

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.

출처