HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Cis tert-Butyl 4-aminocyclohexylcarbamate | HCID 2756050 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester | HCID 67022954 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Phenyl chloroformate (1 eq.) is added dropwise to a solution of pyridine in DCM. The reaction mixture is cooled to 0° C. and a solution of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (1 eq.) in DCM is added dropwise. The reaction mixture is stirred at RT for 1 hour. The reaction mixture is partitioned between (0.2 M) HCl(aq) and DCM. The organics are washed with water (×2), (sat)NaHCO3(aq) and brine. The organics are dried (MgSO4), filtered and reduced in vacuo to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193164B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-1815da3bdf9d4b6eb32a12ce329c0cdf |
| Source note | uspto-grants-2012_06 |