反应详情

5-hydroxytricyclo[3.3.1.13,7 ]decan-2-amine (2.0 g; 0.012 mole) is dissolved in 70 ml of dichloromethane with gentle heating. To this is added triethylamine (2.4 g; 0.024 mole) and cooled in an ice bath. To this is added triphenylmethyl chloride (3.34 g; 0.012 mole) in dichloromethane (10 ml) all at once. The reaction is stirred for 10 minutes with ice cooling and then 5 hours at room temperature. The reaction mixture is heated to reflux overnight, cooled, filtered and evaporated to dryness. Purification is accomplished via HPLC (eluting with 20% ethyl acetate/hexane) to obtain N-trityl-5-hydroxytricyclo[3.3.1.13,7 ]decan-2-amine (m.p. 166°-170° C.) which is used directly in step E.

1. temperaturecooled in an ice bath
2. custom5 hours
3. customat room temperature
4. temperatureThe reaction mixture is heated
5. temperatureto reflux overnight
6. temperaturecooled
7. filtrationfiltered
8. customevaporated to dryness
9. customPurification
10. washis accomplished via HPLC (eluting with 20% ethyl acetate/hexane)