反応 #4448

反応方程式

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

potassium permanganate

→

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

収率 18.8%

溶媒

benzene

water

反応条件

後処理

1. 1
   温度The biphasic mixture was heated
2. 2
   温度at reflux for 15 hours
3. 3
   温度After cooling the organic layer
4. 4
   その他was separated
5. 5
   濃縮concentrated
6. 6
   ろ過filtered through silica gel
7. 7
   濃縮concentrated
8. 8
   その他chromatographed (ethyl acetate/hexane as eluant)
9. 9
   その他Recrystallization from ethyl acetate/hexane

実験手順

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.

出典