HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → 3-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Isovanillin | HCID 12127 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Piperidine | HCID 8082 | — |
| Product | 3-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acid | HCID 92126 | 104.5% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
The mixture of 3-hydroxy-4-methoxy-benzaldehyde (30 g) and malonic acid (42 g) in pyridine (80 ml) and piperidine (4 ml) was heated at 120° C. for 6 hours. The solution was cooled to room temperature and concentrated to 20 ml. The residue was dissolved in 500 ml of water and the solution was acidified with concentrated HCl until PH=3. The solid was collected to give 3-(3-Hydroxy-4-methoxy-phenyl)-acrylic acid (40 g). LC-MS: m/e 195 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572809B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-9b25810630f84763b5e3590f564e03bc |
| Source note | uspto-grants-2009_08 |