HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → HCID 19025355, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 2,5-Dimethoxybenzaldehyde | HCID 66726 | — |
| Reactant | 2,5-Dimethoxyphenol | HCID 5314498 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19025355 | HCID 19025355 | — |
Reaction Steps
Treatment of 2,5-dimethoxybenzaldehyde with m-chloroperbenzoic acid provides, after workup, 2,5-dimethoxyphenol. Protection of the phenol can be accomplished by formation of a THP ether using dihydropyran and acid. Formylation of the resultant compound can be carried out using butyllithium and DMF. Subsequent acidification liberates the phenol to yield 3,6-dimethoxysalicylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05310682 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-0293a77c65264027a50f160bc643feb2 |
| Source note | uspto-grants-1994_05 |