HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Malonate → HCID 66767047, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 87141418 | HCID 87141418 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66767047 | HCID 66767047 | 17.1% |
Reaction Steps
Crude (E)-2-(2-(4-fluorophenyl)hydrazono)acetaldehyde (0.97 g, 5.8 mmol) is dissolved in EtOH (50 mL), and diethyl malonate (0.93 g, 5.8 mmol) and piperidine (0.2 mL, 2.0 mmol) are added. The mixture is heated at reflux overnight. The reaction mixture is then cooled and concentrated. The residue is diluted with water and extracted with EtOAc twice. The combined organic extracts are dried over Na2SO4 and concentrated. The residue is purified by column chromatography on silica gel, eluting with PE:EtOAc (from 3:1 to 1:1), to afford title compound (0.26 g, 17% yield of two steps) MS (m/z): 263 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030302B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-4ef134091c4d4d6cb1d97354fa3bd409 |
| Source note | uspto-grants-2011_10 |