Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aspirin | HCID 2244 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl 3-amino-[1,1'-biphenyl]-4-carboxylate | HCID 58508425 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 67342373 | HCID 67342373 | — |
Reaction Steps
2.0 mL of methylene chloride, 3.9 μL of N,N-dimethylformamide and 0.094 mL of oxalyl chloride were added to 180 mg of 2-acetoxybenzoic acid at room temperature sequentially and stirred at the same temperature for 1 hour. The reaction mixture was added to a mixed solution of 81 mg of tert-butyl 2-amino-4-phenylbenzoate, 3.0 mL of methylene chloride and 0.67 mL triethylamine, and stirred at room temperature for 1 hour. A saturated sodium hydrogen carbonate aqueous solution was added to the reaction mixture, and the organic layer was separated, 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=4:1] to obtain tert-butyl 2-(2-acetoxybenzamido)-4-phenylbenzoate.
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-9cab3d0ec355427a8d1f7695b7eda16f |
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| Source note | uspto-grants-2011_08 |
|---|