Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 3-Methoxyphenol | HCID 9007 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tert-butyl 2-(benzamido)-4-bromobenzoate | HCID 67343005 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphane | HCID 11618717 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67343534 | HCID 67343534 | — |
Reaction Steps
6.0 mg of palladium acetate was added to 5 mL of toluene suspension containing 0.50 g tert-butyl 2-(benzamido)-4-bromobenzoate, 0.18 mL of 3-methoxyphenol, 17 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 0.57 g of tripotassium phosphate at room temperature, and the resulting mixture was heated to reflux under nitrogen atmosphere for 5 hours. After the reaction mixture was cooled no room temperature, ethyl acetate and 10% citric acid aqueous solution were added and insoluble were removed by filtration. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 10% citric acid aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=6:1]to obtain 0.32 g of tert-butyl 2-(benzamido)-4-(3-methoxyphenoxy)benzoate as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999132B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-f7acc523f5324a9dba9279c7d33b63a0 |
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| Source note | uspto-grants-2011_08 |
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