Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2,6-Dichlorobenzoyl chloride | HCID 78392 | — |
| Reactant | Tert-butyl 2-amino-4-phenoxybenzoate | HCID 58508592 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67342146 | HCID 67342146 | — |
Reaction Steps
0.089 mL of pyridine and 0.11 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-phenoxybenzoate at room temperature sequentially, and the resulting mixture was heated to reflux for 4 hours. The reaction mixture was cooled to room temperature and 0.021 mL of pyridine and 0.037 mL of 2,6-dichlorobenzoyl chloride were added sequentially and heated to reflux for 4 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 hydrogen carbonate 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=4:1]to obtain tert-butyl 2-(2,6-dichlorobenzamido)-4-phenoxybenzoate.
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-5b5a81b4092d4e97b6c9411d3e83d0a8 |
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| Source note | uspto-grants-2011_08 |
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