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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786709Generated: October 31, 2026

Sodium Bicarbonate → 2-Bromo-N-(tert-butoxycarbonyl)benzylamine

https://huagongshe.com/reaction/1786709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Bromobenzylamine hydrochlorideHCID 2724202—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-Bromo-N-(tert-butoxycarbonyl)benzylamineHCID 701830095%

Reaction Steps

To a solution of 2-bromobenzylamine hydrochloride (5.00 g) and di-tert-butoxycarbonyl (5.39 g) in ethyl acetate (30 ml) was added saturated sodium bicarbonate solution (30 ml), and stirred at room temperature for 16 hours. The obtained reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried with magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography to give the title compound as a colorless liquid (6.48 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507753B2
Source datasetuspto-grants-2009_03
ORD IDord-d8d8511fd6714c77bb469f6797f331c4
Source noteuspto-grants-2009_03