Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Iodophenol | HCID 10894 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67119147 | HCID 67119147 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67119286 | HCID 67119286 | 94% |
Reaction Steps
Potassium carbonate (1.30 g, 9.41 mmol) was added to a solution of tert-butyl 2-(bromomethyl)-5-(trifluoromethyl)benzoate (2.00 g, 5.90 mmol) obtained in Example (2-2) and 4-iodophenol (1.30 g, 5.91 mmol) in N,N-dimethylformamide (20 ml) under ice-cooling and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate (three times). After the organic layer was successively washed with water (three times) and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate, it was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=100/1-50/1) to give tert-butyl 2-[(4-iodophenoxy)methyl]-5-(trifluoromethyl)benzoate as a colorless solid (2.65 g, yield: 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07923573B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-6cb7491a8a834d3480bd3e4c8f31bccf |
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| Source note | uspto-grants-2011_04 |
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