Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Nitrobenzoic acid | HCID 11087 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 2,6-Dimethoxybenzylamine | HCID 2800872 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68550289 | HCID 68550289 | 99.1% |
Reaction Steps
4 g 2-nitrobenzoic acid (23.93 mmol) and 2.42 g triethylamine were dissolved in 100 mL dichloromethane, mixed with one equivalent isobutyl chloroformate (3.27 g) at 5° C. and stirring was continued for 1 hour at room temperature. Then the mixture was cooled again to 5° C., 4.02 g 2,6-dimethoxybenzylamine was added and the mixture was stirred at room temperature until the reaction was complete. For workup, the mixture was diluted with dichloromethane, washed twice each with 10% citric acid, saturated NaHCO3 and saturated NaCl solution, dried with MgSO4, filtered and concentrated, yielding 7.5 g beige solids that were reacted further directly without any further workup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08686002B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-a710dd14b6d14987b7217c30af471984 |
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| Source note | uspto-grants-2014_04 |
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