反应详情

A mixture containing 3-bromo-1-cyano-1,1-diphenylpropane (0.3 g-see Preparation 4), N-[2-(2,3-dihydrobenzofur-5-yl)-ethyl]-N-methylamine (0.177 g-see Preparation 28), anhydrous potassium carbonate (0.276 g) and acetonitrile (25 ml) was heated under reflux for 48 hours. On cooling to room temperature, the mixture was concentrated in vacuo and the residue was partitioned between water (20 ml) and dichloromethane (40 ml). The layers were separated and the aqueous layer further extracted with dichloromethane (2×20 ml). The combined dichloromethane extracts were dried (Na2SO4) and concentrated in vacuo to give an oil which was purified by column chromatography on silica eluting with hexane containing dichloromethane (50% up to 100%) and then with dichloromethane containing methanol (0% up to 5%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as an oil, yield, 0.13 g.

1. temperaturewas heated
2. temperatureunder reflux for 48 hours
3. concentrationthe mixture was concentrated in vacuo
4. customthe residue was partitioned between water (20 ml) and dichloromethane (40 ml)
5. customThe layers were separated
6. extractionthe aqueous layer further extracted with dichloromethane (2×20 ml)
7. dry with materialThe combined dichloromethane extracts were dried (Na2SO4)
8. concentrationconcentrated in vacuo
9. customto give an oil which
10. customwas purified by column chromatography on silica eluting with hexane
11. additioncontaining dichloromethane (50% up to 100%)
12. additionwith dichloromethane containing methanol (0% up to 5%)
13. concentrationconcentrated in vacuo