反应详情

A solution of (cis-4-azido-cyclohexyl)-carbamic acid tert-butyl ester (6.3 g, 26 mmol) in MeOH (100 mL) was charged with 5% Pd/C, Degussa style (0.63 g). The sealed flask was evacuated and back-filled with hydrogen; this was repeated three times. The reaction was stirred under 1 atm of H2 for 2 h before being filtered and concentrated in vacuo. The residue was partitioned between Et2O and 1 N HCl. The aqueous phase was basified and extracted with EtOAc (2×). The organic phase was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford (cis-4-amino-cyclohexyl)-carbamic acid tert-butyl ester (3.6 g, 64% yield). MS found: (M+H)+=215.6.

1. customThe sealed flask was evacuated
2. additionback-filled with hydrogen
3. filtrationbefore being filtered
4. concentrationconcentrated in vacuo
5. customThe residue was partitioned between Et2O and 1 N HCl
6. extractionextracted with EtOAc (2×)
7. washThe organic phase was washed with brine
8. dry with materialdried (Na2SO4)
9. filtrationfiltered
10. concentrationconcentrated in vacuo