HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Methoxycarbonylphenyl)-(3-hydroxypyridin-4-yl)-methanol hydrochloride → 4-(4-Methoxycarbonylbenzyl)-3-hydroxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Methoxycarbonylphenyl)-(3-hydroxypyridin-4-yl)-methanol hydrochloride | HCID 23103650 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(4-Methoxycarbonylbenzyl)-3-hydroxypyridine | HCID 23103635 | 95% |
Reaction Steps
Next, a mixture of (4-methoxycarbonylphenyl)-(3-hydroxypyridin-4-yl)-methanol hydrochloride (1.87 g, 5.50 mmol), methanol (50 ml) and 10% palladium/carbon (0.94 g) was stirred under a hydrogen atmosphere at room temperature for 3 days. After filtration to remove the insoluble materials, the filtrate was concentrated under reduced pressure and the resulting residue was poured into saturated aqueous NaHCO3 and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting crystal was recrystallized from diethyl ether to give the titled compound (1.27 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07439232B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-2b7bf570d3154c73af2b6f98d5817ece |
| Source note | uspto-grants-2008_10 |