HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 70624201, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(3,4-dimethoxyphenyl)pyridin-3-ol | HCID 4301359 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 70624201 | HCID 70624201 | — |
Reaction Steps
2-(3,4-Dimethoxyphenyl)-3-pyridinol (10.0 g, 43.2 mmoles, described in Example 3) is dissolved in p-dioxane (60 ml) containing 0.1 ml of 12.5N sodium hydroxide. The solution is hydrogenated for 17 hours with Raney nickel catalyst (1.5 g) at 1750 p.s.i. and 140° C. The mixture is filtered and the filtrate is evaporated. The residue is subjected to chromatography on alumina (Woelm, basic activity I) using first chloroform as eluant and then a 1:10 methanol-chloroform solvent combination. The eluates are evaporated, dissolved in acetone and maleic acid is added. The precipitate is crystallized from isopropanol-hexane to give the title compound as the maleate salt, mp 180°-181° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04108997 |
| Source dataset | uspto-grants-1978_08 |
| ORD ID | ord-a0e932321ba548b79e6a6246ec185524 |
| Source note | uspto-grants-1978_08 |