反应 #93803

反应方程式

NaOH

2-chloro-isonicotinoyl chloride

fluorobenzene

AlCl3

→

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

溶剂

water

反应条件

后处理

1. 1
   温度The mixture is heated at 70°-80° C. during 7 hrs
2. 2
   萃取This aqueous organic mixture is extracted several times with methylene chloride
3. 3
   洗涤The combined extracts are washed with water
4. 4
   干燥dried (Na2SO4)
5. 5
   workup.DISTILLATIONdistilled in a rotary evaporator
6. 6
   其他The remaining crude oil is purified through a silica column
7. 7
   洗涤eluting with ethyl ether: petroleum ether 1:3

实验过程

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).

来源