反应 #1687632

反应方程式

charcoal

acetone oxime

nicotinoyl chloride

ether

→

82

4-Methyl-2-(3-pyridyl)-oxazole

溶剂

ammonia

—

ice water

反应条件

后处理

1. 1
   workup.ADDITIONwas added dropwise under a nitrogen atmosphere
2. 2
   其他A violent reaction
3. 3
   温度After cooling the mixture
4. 4
   过滤filtered
5. 5
   其他the ether phase separated
6. 6
   萃取The aqueous phase was extracted with 2×200 ml of ether
7. 7
   干燥the combined organic phase dried over magnesium sulphate
8. 8
   其他Removal of solvent in vacuo

实验过程

To 10 g (0.140 mol) of acetone oxime cooled to -10° C. neat nicotinoyl chloride (40 g, 0.280 mol) was added dropwise under a nitrogen atmosphere. A violent reaction occured and the mixture became quickly solid. The solid was heated to 120° C. for 3 h. After cooling the mixture was dissolved in ice water and ammonia. After addition of 300 ml of ether the mixture was treated with charcoal, filtered, and the ether phase separated. The aqueous phase was extracted with 2×200 ml of ether, and the combined organic phase dried over magnesium sulphate. Removal of solvent in vacuo gave crude 82 as a red oil. Yield: 3.9 g (0.024 mol, 17%).

来源