HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-(4-Methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylate | HCID 11021617 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-Methoxyphenyl)-3-methyl-1H-pyrazole-5-carboxylic acid | HCID 2769599 | — |
Reaction Steps
To a solution of 2-(4-Methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester (400 mg) in a 1:1:1 mixture of MeOH:THF:water was added 10% NaOH (20 mL). The mixture was heated to reflux and the reaction monitored by TLC and HPLC until hydrolysis was complete. The solution was cooled and concentrated under reduced pressure. The residue was acidified with 10% HCl and extracted with EtOAc. The organic fractions were combined and dried over MgSO4 and concentrated under reduced pressure. The resulting solid was used without further purification (Yield 242 mg). LC-MS (C12H12N2O3 calculated 232) m/z 231 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897634B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-550b943d2ae44132823674da5ef70d7d |
| Source note | uspto-grants-2011_03 |