Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(tert-Butoxycarbonyl)-1,2-phenylenediamine | HCID 676311 | — |
| Reactant | Terephthalic acid monomethylester chloride | HCID 53442854 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22668128 | HCID 22668128 | 99% |
Reaction Steps
Under ice cooling, terephthalic acid monomethylester chloride (1.1 g, 5.0 mmol) was added to a solution of 2-aminophenylcarbamic acid t-butyl ester (Reference Compound No. 1-1, 1.1 g, 5.0 mmol) and triethylamine (30 mL) in dichloromethane (15 mL), and then the mixture was stirred at room temperature for 4 hours. Water (50 mL) was added thereto, and the whole was extracted with ethyl acetate (40 mL) twice. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The resulting solid was collected by filtration with a mixed solvent (hexane (10 mL) and ethyl acetate (5 mL)), and the whole was dried under reduced pressure to give 1.8 g of the title reference compound as a white solid. (Yield 99%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076332B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-c3c7ddc4e1574f3e95498a6ce2056b43 |
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| Source note | uspto-grants-2011_12 |
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