HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-methyl-3-phenyl-1H-pyrazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Ethyl 1-methyl-3-phenyl-1H-pyrazole-5-carboxylate | HCID 4166529 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-methyl-3-phenyl-1H-pyrazole-5-carboxylic acid | HCID 7537625 | — |
Reaction Steps
2-Methyl-5-phenyl-2H-pyrazole-3-carboxylic acid ethyl ester (0.32 g, 1.39 mmol) was dissolved in 4.5 mL of tetrahydrofuran, 1.5 mL of methanol and 1.5 mL of water, and treated with lithium hydroxide hydrate (0.12 g, 2.78 mmol). After stirring at room temperature overnight, the mixture was acidified (pH=1) with hydrochloric acid, and extracted with ethyl acetate (3×10 mL) and the combined organic phases washed with 10 mL of brine. The organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford a quantitative yield of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06974813B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-0b35f47153d8466bacc335d3afe1386e |
| Source note | uspto-grants-2005_12 |