Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Fluoro-6-(trifluoromethyl)benzamide | HCID 2737542 | — |
| Reactant | Potassium trimethylsilanolate | HCID 23668039 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | HCID 68757557 | HCID 68757557 | — |
Reaction Steps
To a solution of 2-fluoro-6-(trifluoromethyl)benzamide (500 mg, 2.41 mmol) in diglyme (8.05 mL) was added potassium trimethylsilanolate (1.08 g, 8.45 mmol). The reaction mixture was stirred at 120° C. overnight. The reaction mixture was acidified with 1N HCl (30 mL) and extracted with EtOAc (3×10 mL). The combined organic layers were washed with 10% solution of LiCl in water, dried with MgSO4, filtered and evaporated under reduced pressure. The resulting residue was purified by Combiflash™ chromatography (SiO2, 12 g, elution with 20-40% EtOAc/hexanes over 40 min) to afford the title compound as solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09168248B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-cd51e396cece4a768396daa6ed2dd6fa |
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| Source note | uspto-grants-2015_10 |
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