HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 45860617, compound → HCID 59828846, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 45860617 | HCID 45860617 | — |
| Reactant | Acetic acid ethanol water | HCID 86584229 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59828846 | HCID 59828846 | — |
Reaction Steps
Add 10% Pd/C (Degussa type E101, 62 mg) to a solution of ethanol/water/acetic acid (10:5.6:0.6 mL). Add a solution of 4-[2-(tert-butylcarbamoyl)-ethyl]-benzonitrile (306 mg, 1.33 mmol) in ethanol (3.5 mL) and submit the mixture to hydrogenation at 60 psi overnight. Filter the catalyst through Celite® and concentrate in vacuo to obtain the acetate salt of the title compound. Wash with diethyl ether and filter the solid in vacuo. Add saturated aqueous NaHCO3 and extract twice with EtOAc. Dry the combined organic extracts over MgSO4, filter and concentrate in vacuo to obtain the title compound as a yellow oil (70 mg, 26%). MS (ES+) m/z: 235 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680091B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-039268950b6b4b0787f4aedb8e770bfb |
| Source note | uspto-grants-2014_03 |