Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58980642 | HCID 58980642 | — |
| Solvent | Monobasic potassium phosphate | HCID 516951 | — |
| Product | HCID 58980619 | HCID 58980619 | 92% |
Reaction Steps
The above nitrile (1.10 g, 5.68 mmol) was dissolved in aqueous sulfuric acid (9.0 M in water, 6.0 mL) and heated to 120° C. for 8 h. The solution was cooled to room temperature and NaOH (˜2.0 g) was added slowly to neutralize the solution. The mixture was then diluted with an equal volume of saturated aqueous KH2PO4 and extracted several times with 25% 2-propanol in chloroform. The extracts were combined, dried over sodium sulfate, filtered, and concentrated in vacuo to provide 2-tert-butyl-5-methoxy-isonicotinic acid (1.09 g, 92%) as a pale brown solid which was utilized without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592332B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-a3cb9919ea4841ae8a0a2f9a6c753f7b |
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| Source note | uspto-grants-2009_09 |
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