Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3,5-Dihydroxybenzoate | HCID 75076 | — |
| Reactant | 1-Chloro-4-(trifluoromethylsulfonyl)benzene | HCID 703324 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9808463 | HCID 9808463 | — |
Reaction Steps
A mixture of methyl 3,5-dihydroxybenzoate (100 mg, 0.595 mmol), 4-(trifluoromethylsulfonyl)chlorobenzene (291 mg, 2 equiv.) and potassium carbonate (330 mg, 4 equiv.) in DMF was heated to 100° C. overnight. The reaction was poured into water, extracted with EtOAc, washed the organic layer with water, brine, dried and concentrate. The residue was column chromatographed (1:2 EtOAc: Hex) to give 3,5-bis-(4-trifluoromethanesulfonyl-phenoxy)-benzoic acid methyl ester. 1HNMR (360 MHz, DMSO-d6) δ 8.12 (d, J=7.86 Hz, 4H), 7.67 (d, J=2.17 Hz, 2H), 7.61 (t, J=2.17 Hz, 1H), 7.42 (d, J=7.86 Hz, 4H), 3.85 (s, 3H, OCH3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06596772B1 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-750806d1603a4b9582290b47a3747950 |
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| Source note | uspto-grants-2003_07 |
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