反应详情

{4-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-phenyl}-carbamic acid benzyl ester (Intermediate 16) (350 mg, 0.8 mmol) was dissolved in EtOAc (35 mL). After de-gas by vacuum/nitrogen exchange, Pd—C (70 mg) was added. The reaction mixture was first purged with nitrogen and then hydrogen introduced by vacuum/hydrogen purge cycle. The reaction mixture was stirred at rt overnight when TLC (30% EtOAc in heptane, UV) could not detect the starting material. The reaction mixture was filtered through a celite pad, rinsed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified on a silica gel column, eluted with 10-20% EtOAc in heptane to obtain the title compound as an oil which solidified on standing 130 mg (0.42 mmol, 53% yield).

1. customAfter de-gas by vacuum/nitrogen exchange, Pd—C (70 mg)
2. additionwas added
3. customThe reaction mixture was first purged with nitrogen
4. additionhydrogen introduced by vacuum/hydrogen
5. custompurge cycle
6. filtrationThe reaction mixture was filtered through a celite pad
7. washrinsed with EtOAc
8. concentrationThe filtrate was concentrated in vacuo
9. customThe residue was purified on a silica gel column
10. washeluted with 10-20% EtOAc in heptane