반응 #510130

반응 방정식

sodium hydroxide

cyclohexanone

1,3-propanediol

triethyl orthoformate

→

cyclohexanone trimethylene ketal

수율 55.3%

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.STIRRINGthe resulting mixture was stirred at room temperature under a nitrogen atmosphere for 1 hour
2. 2
   workup.STIRRINGAfter stirring
3. 3
   workup.ADDITIONwas added to the reaction mixture
4. 4
   workup.STIRRINGwith stirring
5. 5
   추출the resulting mixture was extracted with dichloromethane
6. 6
   세척The extract was washed with water
7. 7
   건조dried over anhydrous sodium sulfate
8. 8
   여과After filtration
9. 9
   기타the solvent was removed in vacuo
10. 10
    workup.DISTILLATIONthe residue was purified by reduced-pressure distillation

실험 절차

To a solution of cyclohexanone (32 ml, 0.31 mol) in dry dichloromethane (950 ml) were added successively 1,3-propanediol (33.5 ml, 0.46 mol), triethyl orthoformate (51.5 ml, 0.31 mol) and zirconium chloride (1.44 g, 6.18 mmol) with stirring, and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 1 hour. After stirring, ice-chilled 1N aqueous sodium hydroxide solution (1.5 l) was added to the reaction mixture with stirring, and the resulting mixture was extracted with dichloromethane. The extract was washed with water and dried over anhydrous sodium sulfate. After filtration, the solvent was removed in vacuo, and the residue was purified by reduced-pressure distillation to afford cyclohexanone trimethylene ketal (26.8 g, yield: 55%).

출처