HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Diethyl 2-[(3-formylphenyl)methylene]propane-1,3-dioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Isophthalaldehyde | HCID 34777 | — |
| Reactant | 2,2-Diethylpropanedioate | HCID 6951563 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Diethyl 2-[(3-formylphenyl)methylene]propane-1,3-dioate | HCID 59789754 | — |
Reaction Steps
Benzene 1,3 dicarbaldehyde (1 eq) is dissolved in toluene, and diethylmalonate (1 eq) is added, followed by piperidine (0.1 eq) and AcOH (0.1 eq). The flask is equipped with a Dean Stark trap and the reaction mixture is refluxed overnight. The reaction mixture is cooled down to room temperature, washed with water, 2% aq HCl, sat. aq NaHCO3, brine, and dried. The solvent is evaporated under reduced pressure and the product 32 is isolated by column chromatography on silicagel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423148B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-fd79de5b16c441b29e7acf5015ddc480 |
| Source note | uspto-grants-2008_09 |