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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069404Generated: October 29, 2026

Hydrogen Bromide → (R)-2-bromo-N-(1-phenylethyl)ethanamine hydrobromide

https://huagongshe.com/reaction/1069404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant2-BromoethanolHCID 10898—
Reactant1-Phenethylamine, (+)-HCID 643189—
SolventDichloromethaneHCID 6344—
Product(R)-2-bromo-N-(1-phenylethyl)ethanamine hydrobromideHCID 53486704108.6%

Reaction Conditions

Temperature51 °C

Reaction Steps

76.61 g (630 mmole) of (R)-(+)-α-methylbenzylamine was dissolved in 77 ml of dichloromethane and 94.8 g (760 mmole) of 2-bromoethanol was added thereto. This mixture was stirred at 51° C. for 50 hours to complete the reaction. The reaction solution was concentrated under reduced pressure and 286.4 ml (2500 mmole) of 48% aqueous hydrobromic acid solution was added thereto and then allowed to react at 126° C. for 30 minutes under refluxing. The reaction solution was then distilled for 2 hours under normal pressure at constant temperature and 250 ml of aqueous hydrobromic acid and water, the reaction by-product, was removed. The residue was dissolved in 350 ml of isopropyl alcohol with refluxing for 30 minutes, and this solution was cooled to 10.C and then allowed to stand for 3 hours. The resulting solid product was filtered, washed with 50 ml of ethyl acetate, and then dried to obtain 127.5 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252076B1
Source datasetuspto-grants-2001_06
ORD IDord-f33c440df3de468a9144227aa83b61d9
Source noteuspto-grants-2001_06