Reacción #69982

Ecuación de reacción

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

Rendimiento 50.9%

Disolventes

Ethyl acetate

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe mixture is washed twice with water and once with a saturated aqueous sodium chloride solution
2. 2
   SecadoThe organic phase is dried over magnesium sulphate
3. 3
   Concentraciónconcentrated under reduced pressure
4. 4
   OtroThe crude product obtained
5. 5
   Otrois chromatographed on silica gel, elution

Procedimiento

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.

Fuente