反应 #69982

反应方程式

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

sodium tert-butoxide

1-bromo-4-iodobenzene

4-(piperidin-4-yloxy)pyridine

→

4-[1-(4-bromophenyl)piperidin-4-yloxy]pyridine

收率 50.9%

溶剂

Ethyl acetate

toluene

反应条件

后处理

1. 1
   洗涤the mixture is washed twice with water and once with a saturated aqueous sodium chloride solution
2. 2
   干燥The organic phase is dried over magnesium sulphate
3. 3
   浓缩concentrated under reduced pressure
4. 4
   其他The crude product obtained
5. 5
   其他is chromatographed on silica gel, elution

实验过程

2 g of 1-bromo-4-iodobenzene and 1.386 g of 4-(piperidin-4-yloxy)pyridine are placed in 35 ml of toluene and then 0.324 g of tris(dibenzylideneacetone)dipalladium(0), 0.245 g of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene and 1.019 g of sodium tert-butoxide are added. The reaction medium is heated at 110° C. for 18 h. Ethyl acetate is subsequently added and the mixture is washed twice with water and once with a saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulphate and concentrated under reduced pressure. The crude product obtained is chromatographed on silica gel, elution being carried out with a gradient of a dichloromethane/methanol (99/1 to 98/2) mixture. 1.2 g of 4-[1-(4-bromophenyl)piperidin-4-yloxy]pyridine are obtained.

来源