HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 2-Amino-4-bromobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 4-bromo-2-nitrobenzoate | HCID 18350461 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 2-Amino-4-bromobenzoate | HCID 17871390 | 56.5% |
Reaction Steps
Iron powder 2.6 g was added to a mixed solution of methanol 20 mL and acetic acid 20 mL of methyl 4-bromo-2-nitrobenzoate 4.0 g, it was heated and refluxed for 3 hours. After the reaction mixture was cooled to room temperature, saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added to it, and insoluble matter was filtrated. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution, and solvent was removed under reduced pressure. Hexane was added to the obtained residue, solid matter was filtrated to give methyl 2-amino-4-bromobenzoate 2.0 g of white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08327467B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-cd4fec8153614a74917febfd63d6807a |
| Source note | uspto-grants-2012_12 |