Reaktion #69978

Reaktionsgleichung

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

Ausbeute 58.8%

Lösungsmittel

Ethyl acetate

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux of the solvent for 4 h
2. 2
   Waschenthe mixture is washed twice with water and once with a saturated aqueous sodium chloride solution
3. 3
   TrocknenThe organic phase is dried over magnesium sulphate
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   SonstigeThe crude product obtained
6. 6
   Sonstigeis chromatographed on silica gel, elution

Vorschrift

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.

Quelle