反应详情

A solution of 5.3 g. (0.035 mole) of 1-adamantanol in 40 ml. of dimethylformamide and 80 ml. of benzene is treated with 1.6 g. of sodium hydride (50% dispersion in mineral oil). The mixture is refluxed for 15 minutes, cooled, and treated with 7.5 g. (0.017 mole) of N-carbobenzyloxy-trans-4-tosyloxy-L-proline, methyl ester. The resulting reaction mixture is stirred and refluxed for four hours, cooled, and the solvent removed under reduced pressure. The residue is dissolved in 100 ml. of chloroform and then washed with 25 ml. of water (3 times). The organic phase is dried (MgSO4), filtered, and the solvent evaporated to give N-carbobenzyloxy-cis-4-(1-adamantyl)-L-proline, methyl ester.

1. temperatureThe mixture is refluxed for 15 minutes
2. temperaturecooled
3. additiontreated with 7.5 g
4. customThe resulting reaction mixture
5. temperaturerefluxed for four hours
6. temperaturecooled
7. customthe solvent removed under reduced pressure
8. dissolutionThe residue is dissolved in 100 ml
9. washof chloroform and then washed with 25 ml
10. dry with materialThe organic phase is dried (MgSO4)
11. filtrationfiltered
12. customthe solvent evaporated