HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 1-((5-bromo-2-nitrophenylamino)methyl)cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-fluoro-1-nitrobenzene | HCID 2783362 | — |
| Reactant | Ethyl 1-(aminomethyl)cyclopropanecarboxylate | HCID 11480505 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 1-((5-bromo-2-nitrophenylamino)methyl)cyclopropanecarboxylate | HCID 70978279 | 80.8% |
Reaction Steps
To a solution of 4-bromo-2-fluoro-1-nitrobenzene (792 mg, 3.6 mmol) in tetrahydrofuran (30 mL) was added ethyl 1-(aminomethyl)cyclopropanecarboxylate (441 mg, 3.0 mmol) and potassium carbonate (621 mg, 4.5 mmol). The reaction mixture was stirred at reflux for 15 hours. The mixture was diluted with water (50 mL) and extracted with ethyl acetate (50 mL). The organic phase was separated, concentrated and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=5:1) to give ethyl 1-((5-bromo-2-nitrophenylamino)methyl)cyclopropanecarboxylate as a light yellow solid (832 mg, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422292B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-3a1ca6b6756441bc8b51c6573ea4ae62 |
| Source note | uspto-grants-2016_08 |