Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 3-(1,1-dimethylethyl)- | HCID 11450 | — |
| Reactant | HCID 17550143 | HCID 17550143 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66680448 | HCID 66680448 | 30% |
Reaction Steps
1.59 g (11.5 mmol) of potassium carbonate was added to a DMF (20 mL) solution comprising 1.00 g (3.82 mmol) of methyl 5-chloro-2-[(chloroacetyl)amino]benzoate and 574 mg (3.82 mmol) of 3-tert-butylphenol. The mixture was stirred at 80° C. for 7 hours, and then cooled to room temperature. Water and ethyl acetate were added thereto, and extraction was performed. Thereafter, the organic layer was separated, washed with saturated saline, dried over sodium sulfate, and filtered. After the filtrate was condensed, the obtained crude product was separated and purified by silica gel column chromatography, thereby giving 429 mg of methyl 2-{[(3-tert-butylphenoxy)acetyl]amino}-5-chlorobenzoate (yield: 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785473B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-66850aa5aba74fdca5c5381f3d1f2dc2 |
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| Source note | uspto-grants-2014_07 |
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