반응 #93808

반응 방정식

HCl

bromobenzene

magnesium

ether

ether

2-chloro-3-cyanopyridine

ether

→

3-benzoyl-2-chloro-pyridine

반응 조건

후처리

1. 1
   온도The mixture is refluxed 1.5 hr
2. 2
   온도The reaction mixture is refluxed 24 hrs
3. 3
   workup.ADDITIONand there is added
4. 4
   기타The aqueous layer is separated
5. 5
   세척the ethereal layer is washed with 25% aqueous HCl
6. 6
   추출extracted with ether
7. 7
   건조The combined extracts are dried (MgSO4) and solvent
8. 8
   기타evaporated
9. 9
   workup.DISTILLATIONThe crude is distilled in vacuo

실험 절차

A solution of 3.14 g (0.02 mols) bromobenzene in anhydrous ether is added dropwise to a suspension of 0.02 mols magnesium in anhydrous ether. The mixture is refluxed 1.5 hr. and is then cooled until room temperature. Now a solution of 1.38 g 2-chloro-3-cyanopyridine in 25 ml anhydrous ether is added slowly while stirring. The reaction mixture is refluxed 24 hrs. and there is added, after standing, 10% aqueous HCl. The aqueous layer is separated and the ethereal layer is washed with 25% aqueous HCl. The combined washings and the first aqueous layer are basified with 40% NaOH and extracted with ether. The combined extracts are dried (MgSO4) and solvent evaporated. The crude is distilled in vacuo. Yield: 0.8 g of title product, identical with that described in Ex. 1b.

출처