HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 1-[(4-Methoxy)phenyl]-3-(ethoxycarbonyl)pyrazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 1-[(4-Methoxy)phenyl]-3-(ethoxycarbonyl)-5-(methoxycarbonyl)pyrazole | HCID 54429477 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[(4-Methoxy)phenyl]-3-(ethoxycarbonyl)pyrazole-5-carboxylic acid | HCID 54476224 | 84% |
Reaction Steps
To a solution 1-[(4-methoxy)phenyl]-3-(ethoxycarbonyl)-5-(methoxycarbonyl)pyrazole (4.0 g, 13.2 mmol) in 40 mL of tetrahydrofuran and 20 mL of water was added an aqueous solution of lithium hydroxide monohydrate (0.55 g, 13.2 mmol). The reaction was allowed to stir at ambient temperature for 1 h. The tetrahydrofuran was removed in vacuo and the aqueous was extracted with ether to remove unreacted diester. The aqueous layer was acidified with HCl and extracted with ethyl acetate. The organics were washed with brine, dried (MgSO4) and concentrated to afford 3.2 g (84%) of the title compound, which was used without further purification. LRMS (ES−): 289.0 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602895B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-85b1c8f74ca142a999a069776894d647 |
| Source note | uspto-grants-2003_08 |