Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 66803197 | HCID 66803197 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66803012 | HCID 66803012 | 122% |
Reaction Steps
A mixture of methyl 5-(trifluoromethoxy)pyridine-2-carboxylate (0.313 g, 1.41 mmol), potassium hydroxide (0.076 g, 1.35 mmol) in a 5:1 MeOH:water mixture (3 mL) was stirred at room temperature for 1 h. Additional potassium hydroxide (0.015 g, 0.267 mmol) in water (0.2 mL) was added and the mixture was stirred at room temperature for 1 h. The reaction mixture was evaporated to dryness and azeotroped twice with toluene to give the potassium 5-(trifluoromethoxy)pyridine-2-carboxylate intermediate (404 mg 100%). A fraction of this intermediate (0.173 g, 0.706 mmol) was dissolved in oxalyl chloride (4 mL) and the mixture was stirred at room temperature for 2 h before being evaporated to dryness and used without further purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895733B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-6a896b8bf5a642ac8165eacd3a9cda1d |
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| Source note | uspto-grants-2014_11 |
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