HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Tert-butyl 2-amino-4-bromobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-Butyl 4-bromo-2-nitrobenzoate | HCID 26369829 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 2-amino-4-bromobenzoate | HCID 58508534 | 86.8% |
Reaction Steps
Iron powder 3.0 g were added to a mixed solution methanol 28 mL and acetic acid 28 mL of tert-butyl 4-bromo-2-nitrobenzoate 5.5 g, it was heated and refluxed for 1 hour. 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, the solvent was removed under reduced pressure to give tert-butyl 2-amino-4-bromobenzoate 4.3 g of pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08327467B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-2553bf351ebf41e68b94daa25ffaef4c |
| Source note | uspto-grants-2012_12 |