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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890646Generated: October 25, 2026

3-Bromobenzyl bromide → 1-Bromo-3-[2,2-bis(ethoxycarbonyl)-2-(p-toluoylamino)ethyl]benzene

https://huagongshe.com/reaction/890646

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromobenzyl bromideHCID 69979—
ReactantDiethyl p-toluoylaminomalonateHCID 17447783—
ReactantEthanol sodium ethoxideHCID 23706232—
SolventEthanolHCID 702—
Product1-Bromo-3-[2,2-bis(ethoxycarbonyl)-2-(p-toluoylamino)ethyl]benzeneHCID 21866798107.5%

Reaction Steps

To 100 ml of dry ethanol, 21.45 g of 20% sodium ethoxide-ethanol solution and 17.61 g of diethyl p-toluoylaminomalonate were added and stirred for 30 minutes at room temperature under argon atmosphere. After 15.00 g of 3-bromobenzyl bromide was added dropwise, the reaction solution was stirred for 8 hours at 55° C. and then concentrated. To the residue was added water, and extracted with ethyl acetate. The organic.layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to provide 29.82 g of the objective compound as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06998412B2
Source datasetuspto-grants-2006_02
ORD IDord-18e51c0b0b6948b1bfe908ff01fee0d6
Source noteuspto-grants-2006_02