反应详情

To a mixture of 5-(tetrahydropyran-4-yl)cyclohexane-1,3-dione (196 mg; 1 mmol) and 4-dimethylaminopyridine (610 mg; 5 mmol) is added dry chloroform (4 ml) under an atmosphere of nitrogen, and the mixture is stirred at room temperature until all the solids are dissolved. To this solution is then added dry toluene (2 ml) and a solution of 3,5-dimethylbiphen-4-yllead triacetate (1.2 mmol) in chloroform. The reaction mixture is heated under reflux for 1 hour. The reaction mixture is cooled to room temperature, acidified to pH 1 with 2N aqueous hydrochloric acid, filtered and the filtrate is extracted with dichloromethane (2×40 ml). The organic extracts are combined, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated in vacuo. The residue is purified by column chromatography on silica gel to give 2-(3,5-dimethylbiphen-4-yl)-5-(tetrahydropyran-4-yl)cyclohexane-1,3-dione.

1. dissolutionare dissolved
2. temperatureThe reaction mixture is heated
3. temperatureunder reflux for 1 hour
4. temperatureThe reaction mixture is cooled to room temperature
5. filtrationfiltered
6. extractionthe filtrate is extracted with dichloromethane (2×40 ml)
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationfiltered
9. customthe filtrate is evaporated in vacuo
10. customThe residue is purified by column chromatography on silica gel