反应详情

To a solution of 3-azabicyclo[3.2.2]nonane (1.1 g) and triethylamine (0.88 g) in methylene chloride (25 ml) was added portionwise 2-chloroacetyl-6-methylaniline (1.47 g) under stirring and cooling in an ice-bath. After the addition was completed, the mixture was stirred at ambient temperature overnight. Removal of the solvent afforded a residue, which was dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and evaporated in vacuo to give a crystalline mass, which was pulverized in a mixture of n-hexane and diisopropyl ether. A dark yellow crystal was collected by filtration to give 2-[(3-azabicyclo[3.2.2]non-3-yl)acetyl]-6-methylaniline (1.92 g, 88.2%).

1. temperaturecooling in an ice-bath
2. additionAfter the addition
3. stirringthe mixture was stirred at ambient temperature overnight
4. customRemoval of the solvent
5. customafforded a residue, which
6. washwashed with water and brine
7. dry with materialThe organic layer was dried over magnesium sulfate
8. customevaporated in vacuo
9. customto give a crystalline mass, which
10. filtrationA dark yellow crystal was collected by filtration