Reacción #69978

Ecuación de reacción

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

sodium tert-butoxide

1-bromo-4-iodobenzene

1,4-dioxa-8-azaspiro[4.5]decane

→

8-(4-bromophenyl)-1,4-dioxa-8-azaspiro[4.5]decane

Rendimiento 58.8%

Disolventes

Ethyl acetate

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato reflux of the solvent for 4 h
2. 2
   Lavadothe mixture is washed twice with water and once with a saturated aqueous sodium chloride solution
3. 3
   SecadoThe organic phase is dried over magnesium sulphate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe crude product obtained
6. 6
   Otrois chromatographed on silica gel, elution

Procedimiento

0.5 g of 1-bromo-4-iodobenzene and 0.3 g of 1,4-dioxa-8-azaspiro[4.5]decane are placed in 10 ml of toluene and then 0.08 g of tris(dibenzylideneacetone)dipalladium(0), 0.061 g of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene and 0.255 g of sodium tert-butoxide are added. The reaction medium is brought to reflux of the solvent for 4 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 heptane/ethyl acetate (4/1) solvent mixture. 0.31 g of 8-(4-bromophenyl)-1,4-dioxa-8-azaspiro[4.5]decane is obtained.

Fuente