Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 15291668 | HCID 15291668 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15291669 | HCID 15291669 | — |
Reaction Steps
A mixture of methyl 2-(2-amino-4-trifluoromethylphenoxy)benzoate (19.2 g, 0.062 mol) and 2N sodium hydroxide (65 mL, 0.13 mol) in tetrahydrofuran (100 mL) was warmed to 50° C. while stirring under argon for 3 h. The tetrahydrofuran was evaporated, and the aqueous solution was acidified with dilute HCl, extracted with ethyl acetate, dried over anhydrous MgSO4, filtered and evaporated. The crude product was recrystallized from EtOAc/hexane to give the title compound as a white crystalline solid. 1H NMR (250 MHz, CD3OD) δ7.91 (d, 1H), 7.50 (dd, 1H), 7.22 (dd, 1H), 7.11 (d, 1H), 6.97 (d, 1H), 6.86 (d, 1H), 6.78 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05545669 |
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| Source dataset | uspto-grants-1996_08 |
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| ORD ID | ord-c8eb2b145a1e4ffeb2d69158cfb3fabc |
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| Source note | uspto-grants-1996_08 |
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