HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 29940585, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | tert-Butyl 4-formylpiperidine-1-carboxylate | HCID 1514430 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 29940585 | HCID 29940585 | 41.3% |
Reaction Steps
To a solution of diethyl malonate (710 μL, 4.7 mmol) and 4-formyl-piperidine-1-carboxylic acid tert-butyl ester (1.0 g,4.7 mmol) in methylene chloride (5 mL) was added piperidine (46 μL, 0.47 mmol) and acetic acid (27 μL, 0.47 mmol). The reaction mixture was stirred for 72 h at room temperature and then for 16 h at 45° C. EtOAc was added and the mixture was washed with water and brine, dried and concentrated under reduced pressure. The crude was purified by flash chromatography (heptane/EtOAc, 3:1→1:3) to give 2-(1-tert-butoxycarbonyl-piperidin4-ylmethylene)-malonic acid diethyl ester (0.69 g 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071175B1 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-a05c56976b414edf8d5d8980bc7e38dc |
| Source note | uspto-grants-2006_07 |