HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 178418853, compound → HCID 178418966, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 178418853 | HCID 178418853 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178418966 | HCID 178418966 | 64.6% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378409B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-c5a6d715282b4b2388bfe1f000ea0f5a |
| Source note | uspto-grants-2008_05 |