HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 1-benzyl-4-(cyanomethyl)-3-oxopiperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | Ethyl 3-oxo-1-(phenylmethyl)-4-piperidinecarboxylate | HCID 419705 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Ethyl 1-benzyl-4-(cyanomethyl)-3-oxopiperidine-4-carboxylate | HCID 86709485 | — |
Reaction Steps
To a flask charged with ethyl 1-benzyl-3-oxopiperidine-4-carboxylate (1.0 g, 3.8 mmol) and a stir bar was added K2CO3 (1.06 g, 7.6 mmol), bromoacetonitrile (0.92 g, 7.6 mmo0, and acetone (15 mL). The reaction was allowed to stir at RT for 2 hours. LC showed slow reaction. It was then heated to 45° C. for 3 hours. LC showed complete reaction at that point. The reaction was quenched with NH4Cl, extracted with EtOAc, dried over Na2SO4, filtered and concentrated. The crude product was purified by MPLC to furnish the title compound. LCMS: m/z 301 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952166B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-1cb8f7b72b2542d2840e9882b42b44a7 |
| Source note | uspto-grants-2015_02 |