HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-cyano-3-(1H-pyrazol-1-yl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | methyl 4-cyano-3-(1H-pyrazol-1-yl)benzoate | HCID 66973486 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Product | 4-cyano-3-(1H-pyrazol-1-yl)benzoic acid | HCID 66973751 | 90.8% |
Reaction Steps
Methyl 4-cyano-3-(1H-pyrazol-1-yl)benzoate (0.27 g) was dissolved in tetrahydrofuran (10 ml). To the solution, a solution in which lithium hydroxide monohydrate (0.10 g) is dissolved in water (10 ml) was added at room temperature. The reaction mixture was stirred for 2 hours. The reaction solution was acidified with 2 N hydrochloric acid, and then extracted twice with ethyl acetate. The organic phases were combined, washed with water, and then dried over anhydrous sodium sulfate. The drying agent was removed by filtration, and the solvent was distilled off under reduced pressure to obtain a crude product of 4-cyano-3-(1H-pyrazol-1-yl)benzoic acid (0.23 g). The crude product was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227923B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-9c6801c31bc441b5939dc4819555341a |
| Source note | uspto-grants-2016_01 |