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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 901864Generated: October 30, 2026

Hydrochloric Acid → 3-Bromo-2-methylaminomethyl-phenylamine

https://huagongshe.com/reaction/901864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant(2-Amino-6-bromo-benzyl)-methyl-carbamic acid tert-butyl esterHCID 58824133—
SolventEthanolHCID 702—
Product3-Bromo-2-methylaminomethyl-phenylamineHCID 18444472765.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

(2-Amino-6-bromo-benzyl)-methyl-carbamic acid tert-butyl ester (371 mg) was dissolved in 50 ml ethanol. To this solution was added 2M ethanolic hydrochloride acid solution (10 ml). The reaction mixture was heated at 100° C. for 30 minutes, at which time the deprotection was completed. The solution was allowed to cool to room temperature and poured into the mixture of saturated NaHCO3 solution and ethyl acetate. The aqueous layer was extracted with EtOAc three times and the organic fractions were concentrated to give 3-bromo-2-methylaminomethyl-phenylamine as a brown oil (1.938 g, 76%). MS: (M+H)+ 217.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365063B2
Source datasetuspto-grants-2008_04
ORD IDord-1e49cb343b0a4b47bb24f4cad7cd57ab
Source noteuspto-grants-2008_04