HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → HCID 58387360, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | 2,4-Difluoro-3-hydroxybenzaldehyde | HCID 593909 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Piperidine | HCID 8082 | — |
| Product | HCID 58387360 | HCID 58387360 | 86.7% |
Reaction Steps
A mixture of 2,4-difluoro-3-hydroxybenzaldehyde (0.255 g, 1.613 mmol) and malonic acid (0.168 g, 1.613 mmol) in pyridine (6 ml) and piperidine (0.06 ml) was heated to reflux for 1 h. All the volatile were removed and the residue was partitioned between NaHCO3 sat. and Et2O. The aqueous phase was acidified with 37% HCl until pH<3 and extracted with AcOEt. The organic layer was dried over sodium sulphate and evaporated to give (E)-3-(2,4-difluoro-3-hydroxyphenyl)acrylic acid (280 mg) as pale a brown solid. The compound was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669261B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-23be35ff430541288be5fd38e4c250b3 |
| Source note | uspto-grants-2014_03 |