HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2-chlorophenyl)-3-(methoxycarbonyl)-1H-pyrazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Carbon Tetrachloride | HCID 5943 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | methyl 1-(2-chlorophenyl)-5-(furan-2-yl)-1H-pyrazole-3-carboxylate | HCID 43513895 | — |
| Catalyst | Ruthenium trichloride | HCID 61850 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-chlorophenyl)-3-(methoxycarbonyl)-1H-pyrazole-5-carboxylic acid | HCID 89782840 | 44% |
Reaction Steps
To a stirred mixture of compound 6 (3.0 g, 9.9 mmol) in a mixture of acetonitrile (60 mL), water (80 mL) and carbon tetrachloride (60 mL) was added sodium periodate (8.3 g, 39 mmol) and ruthenium chloride (125 mg, 0.03 mmol) and the reaction mixture was stirred at room temperature for 72 h. On completion, solvent was removed, crude mass was dissolved in saturated sodium bicarbonate solution, extracted with ether (50 ml×3). Aqueous layer was acidified with 1N HCl and extracted with ethyl acetate (60 mL×4). The combined ethyl acetate layer was washed with brine, dried over sodium sulphate and concentrated to afford the title compound 7 (1.2 g, 44%) which was used for further reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987318B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-bb4fe09bf2744ca0b67aa3fc6d2d3437 |
| Source note | uspto-grants-2015_03 |