Reaktion #1687632

Reaktionsgleichung

charcoal

acetone oxime

nicotinoyl chloride

ether

→

82

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

Lösungsmittel

ammonia

—

ice water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise under a nitrogen atmosphere
2. 2
   SonstigeA violent reaction
3. 3
   TemperaturAfter cooling the mixture
4. 4
   Filtrationfiltered
5. 5
   Sonstigethe ether phase separated
6. 6
   ExtraktionThe aqueous phase was extracted with 2×200 ml of ether
7. 7
   Trocknenthe combined organic phase dried over magnesium sulphate
8. 8
   SonstigeRemoval of solvent in vacuo

Vorschrift

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%).

Quelle