HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (R)-1-(2-(((2-phenyl-2-penten-1-ylidene)amino)oxy)ethyl)-3-piperidinecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (R)-1-(2-bromoethyl)nipecotic acid ethyl ester hydrobromide | HCID 70009171 | — |
| Reactant | 2-Phenyl-2-pentenal oxime | HCID 86750443 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (R)-1-(2-(((2-phenyl-2-penten-1-ylidene)amino)oxy)ethyl)-3-piperidinecarboxylic acid ethyl ester | HCID 54416283 | 52.7% |
Reaction Steps
A mixture of the above oxime (2.0 g, 11 mmol), (R)-1-(2-bromoethyl)-3-piperidinecarboxylic acid ethyl ester hydrobromide (3.94 g, 11 mmol), potassium carbonate (4.73 g, 34 mmol) and acetone (25 ml) was stirred at room temperature for 4 days. The mixture was filtered and the solvent was evaporated from the filtrate in vacuo. The residue was purified by column chromatography on silica gel (75 g, cyclohexane/ethyl acetate 3/1) to give 2.08 g of (R)-1-(2-(((2-phenyl-2-penten-1-ylidene)amino)oxy)ethyl)-3-piperidinecarboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05608069 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-9c42a732ca604681bd202081a36a32bc |
| Source note | uspto-grants-1997_03 |