反応 #1687632

反応方程式

charcoal

acetone oxime

nicotinoyl chloride

ether

→

82

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

溶媒

ammonia

—

ice water

反応条件

後処理

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

実験手順

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%).

出典