تفاعل #69978

معادلة التفاعل

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

المردود 58.8%

المذيبات

Ethyl acetate

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto reflux of the solvent for 4 h
2. 2
   غسيلthe mixture is washed twice with water and once with a saturated aqueous sodium chloride solution
3. 3
   تجفيفThe organic phase is dried over magnesium sulphate
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   أخرىThe crude product obtained
6. 6
   أخرىis chromatographed on silica gel, elution

الإجراء التجريبي

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.

المصدر