HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 86690776, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 5-Hydroxy-2-methoxyisonicotinaldehyde | HCID 72212498 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86690776 | HCID 86690776 | 76% |
Reaction Steps
To 5-hydroxy-2-methoxyisonicotinaldehyde (1.0 g, 6.54 mmol, 1.0 eq.) in toluene (50.0 mL) were added ethane-1,2-diol (10.0 mL) and PTSA (248 mg, 1.31 mmol, 0.2 eq.). The mixture was heated to reflux O/N, cooled to rt, neutralized to pH 8, and extracted with EtOAc three times. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give 4-(1,3-dioxolan-2-yl)-6-methoxypyridin-3-ol (980 mg, 76%) as an off-white solid. LRMS (M+H+) m/z 198.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012450B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-a7de29871273412a98a3460ff4611b2b |
| Source note | uspto-grants-2015_04 |