反应详情

Benzyl bromide (9.8 ml) was added to a solution of 2-methyl-2-(pyridin-3-yl)-1,3-dioxolane (13.6 g) in acetone (140 ml) and the mixture was refluxed. After confirming the disappearance of the starting material, the acetone was distilled off under reduced pressure. The residue was dissolved in ethanol (140 ml) and while the solution was ice-cooled, sodium borohydride (3.12 g) was gradually added. After the mixture was stirred for 1 hour, water and ethyl acetate were added. The mixture was stirred and, then, allowed to stand. The aqueous layer was separated and extracted with 2 portions of ethyl acetate. The organic layers were combined, washed successively with saturated aqueous sodium hydrogen carbonate solution, water and aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. Finally the solvent was distilled off under reduced pressure to give 2-(1-benzyl-1,2,5,6-tetrahydropyridin-3-yl)-2-methyl-1,3-dioxolane (7.86 g).

1. temperaturethe mixture was refluxed
2. distillationthe acetone was distilled off under reduced pressure
3. dissolutionThe residue was dissolved in ethanol (140 ml) and while the solution
4. temperaturecooled
5. additionsodium borohydride (3.12 g) was gradually added
6. additionwater and ethyl acetate were added
7. stirringThe mixture was stirred
8. customThe aqueous layer was separated
9. extractionextracted with 2 portions of ethyl acetate
10. washwashed successively with saturated aqueous sodium hydrogen carbonate solution, water and aqueous sodium chloride solution
11. dry with materialdried over anhydrous magnesium sulfate
12. distillationFinally the solvent was distilled off under reduced pressure