HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 71060280, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 3-Carbamoyl-3-phenylamino-piperidine-1-carboxylic acid tert-butyl ester | HCID 71060166 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 71060280 | HCID 71060280 | — |
Reaction Steps
To a solution of 3-carbamoyl-3-phenylamino-piperidine-1-carboxylic acid tert-butyl ester (300 mg, 0.94 mmol) in toluene (10 ml) was added triethyl orthoformate (0.47 ml, 2.8 mmol) and acetic acid (0.5 ml, 8.7 mmol). The mixture was heated at reflux overnight. The reaction mixture was cooled and washed with a saturated solution of sodium bicarbonate (25 ml). The organics were separated and the aqueous extracted with EtOAc (10 ml). The organics portions were combined, dried (MgSO4) and concentrated in vacuo to afford an oil. Purification of the crude product by chromatography on silica eluting with 0-50% EtOAc in iso-hexane afforded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546416B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-8a2f1589726f4deb9ad1e57781d3c575 |
| Source note | uspto-grants-2013_10 |