반응 #93803

반응 방정식

NaOH

2-chloro-isonicotinoyl chloride

fluorobenzene

AlCl3

→

2-chloro-4-(4-fluorobenzoyl)-pyridine

용매

water

반응 조건

후처리

1. 1
   온도The mixture is heated at 70°-80° C. during 7 hrs
2. 2
   추출This aqueous organic mixture is extracted several times with methylene chloride
3. 3
   세척The combined extracts are washed with water
4. 4
   건조dried (Na2SO4)
5. 5
   workup.DISTILLATIONdistilled in a rotary evaporator
6. 6
   기타The remaining crude oil is purified through a silica column
7. 7
   세척eluting with ethyl ether: petroleum ether 1:3

실험 절차

To a solution of 4.2 g 2-chloro-isonicotinoyl chloride in 25 ml. fluorobenzene there is added with cooling 11.7 g AlCl3. The mixture is heated at 70°-80° C. during 7 hrs. The crude is added to acidic (pH 1-2) cold water. The pH is raised until 4.5 with diluted aqueous NaOH. This aqueous organic mixture is extracted several times with methylene chloride. The combined extracts are washed with water, dried (Na2SO4) and distilled in a rotary evaporator. The remaining crude oil is purified through a silica column, eluting with ethyl ether: petroleum ether 1:3. Yield 5 g of the title product, m.p. 60°-3° C. (cyclohexane); UV (ethanol) λmax.: 262 nm, ε=10,250; Cl 15.30 (15.05); F 8.15 (8.06).

출처