Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 1-(4-methylphenyl)-3-(trimethylsilyl)-1H-pyrazole-5-carboxylate | HCID 68535338 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68537893 | HCID 68537893 | 98.2% |
Reaction Steps
Place 2-p-tolyl-5-trimethylsilanyl-2H-pyrazole-3-carboxylic acid methyl ester (665 mg, 2.30 mmol) in methanol (25 mL). Add 1 N NaOH (10 mL, 10 mmol) and heat to 50° C. for 4 hours. Cool to room temperature and concentrate under reduced pressure. Add saturated aq. sodium bicarbonate solution and CH2Cl2. Separate organic layer and extract aqueous layer with CH2Cl2 (2×25 mL). Combine organic extracts, dry over Mg2SO4, filter, and concentrate under reduced pressure to yield 620 mg (98%) of 2-p-tolyl-5-trimethylsilanyl-2H-pyrazole-3-carboxylic acid. MS(ES+): m/z=275.3 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07652015B2 |
|---|
| Source dataset | uspto-grants-2010_01 |
|---|
| ORD ID | ord-144c48a6ee1c4f439a47fc8e8a8123a3 |
|---|
| Source note | uspto-grants-2010_01 |
|---|
