Reacción #56664

Ecuación de reacción

NH4Cl

1,4-cyclohexandione monoethyleneacetal

2-(4-bromophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole

→

8-[4-(4,4-Dimethyl-4,5-dihydro-1,3-oxazol-2-yl)phenyl]-1,4-dioxaspiro[4,5]decan-8-ol

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato maintain the mixture at the reflux temperature
2. 2
   Temperaturathe mixture is refluxed for 2.5 hours
3. 3
   Temperaturaat reflux temperature for 1 hour
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   OtroThe organic phase is dried
6. 6
   Filtraciónafter filtration
7. 7
   Otrothe solvent is evaporated off under reduced pressure
8. 8
   OtroThe residue is crystallized in ethyl acetate
9. 9
   OtroThe product of the title is obtained in the form of a white solid

Procedimiento

A solution of 8 g of 2-(4-bromophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole (31.5 mmol) in 15 ml of anhydrous THF is poured dropwise onto 956 mg of Mg (39.3 mmol) in such a way as to maintain the mixture at the reflux temperature and the mixture is refluxed for 2.5 hours. The mixture is cooled to room temperature and a solution of 5.41 g of 1,4-cyclohexandione monoethyleneacetal (34.65 mmol) in 20 ml of anhydrous THF is added to it dropwise. The mixture is stirred at room temperature for 1.5 hours and then at reflux temperature for 1 hour. The mixture is poured into 500 ml of a 10% NH4Cl solution and extracted with ethyl acetate. The organic phase is dried and, after filtration, the solvent is evaporated off under reduced pressure. The residue is crystallized in ethyl acetate. The product of the title is obtained in the form of a white solid.

Fuente