Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2,6-Dichlorobenzoyl chloride | HCID 78392 | — |
| Reactant | Tert-butyl 3-amino-[1,1'-biphenyl]-4-carboxylate | HCID 58508425 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86634615 | HCID 86634615 | — |
Reaction Steps
0.090 mL of pyridine and 0.12 mL of 2,6-dichlorobenzoyl chloride were added to 3.0 mL of toluene solution containing 0.15 g of tert-butyl 2-amino-4-phenylbenzoate at room temperature sequentially, and the resulting mixture was heated to reflux for 4 hours. The reaction mixture was cooled to room temperature and 0.023 mL of pyridine and 0.040 mL of 2,6-dichlorobenzoyl chloride were added sequentially and the resulting mixture was heated to reflux for 2 hours. The reaction mixture was cooled to room temperature and water was added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, 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 herb-butyl 2-(2,6-dichlorobenzamido)-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-4413a7c8eb124c7c932ca7907dd6a494 |
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| Source note | uspto-grants-2011_08 |
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