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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191615Generated: November 2, 2026

Acetic Acid → Tert-butyl 2-amino-4-bromobenzoate

https://huagongshe.com/reaction/2191615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 4-bromo-2-nitrobenzoateHCID 26369829—
CatalystIronHCID 23925—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 2-amino-4-bromobenzoateHCID 5850853486.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-2553bf351ebf41e68b94daa25ffaef4c
Source noteuspto-grants-2012_12