Reaktion #219856

Reaktionsgleichung

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

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto maintain the mixture at the reflux temperature
2. 2
   Temperaturthe mixture is refluxed for 2.5 hours
3. 3
   Temperaturat reflux temperature for 1 hour
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   SonstigeThe organic phase is dried
6. 6
   Filtrationafter filtration
7. 7
   Sonstigethe solvent is evaporated off under reduced pressure
8. 8
   SonstigeThe residue is crystallized in ethyl acetate
9. 9
   SonstigeThe product of the title is obtained in the form of a white solid

Vorschrift

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.

Quelle