반응 #69982

반응 방정식

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

수율 50.9%

용매

Ethyl acetate

toluene

반응 조건

후처리

1. 1
   세척the mixture is washed twice with water and once with a saturated aqueous sodium chloride solution
2. 2
   건조The organic phase is dried over magnesium sulphate
3. 3
   농축concentrated under reduced pressure
4. 4
   기타The crude product obtained
5. 5
   기타is chromatographed on silica gel, elution

실험 절차

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.

출처