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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237332Generated: October 29, 2026

Triethylamine → Ethyl (5-chloro-2-nitrobenzyl)aminoacetate

https://huagongshe.com/reaction/237332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantGlycine ethyl ester, hydrochlorideHCID 2723640—
Reactant4-Chloro-2-(chloromethyl)-1-nitrobenzeneHCID 12595970—
SolventEthanolHCID 702—
ProductEthyl (5-chloro-2-nitrobenzyl)aminoacetateHCID 6736332399.3%

Reaction Steps

A mixture of 4-chloro-2-chloromethyl-1-nitro-benzene (85 g, 0.41 mol), glycine ethyl ester hydrochloride (70 g, 0.50 mol) and triethylamine (121.4 ml, 0.8665 mol) in ethanol (1000 ml) was heated at reflux for 8 h. The solvent was evaporated and the residue was triturated in warm tert-butyl methyl ether. The ammonium salts were removed by filtration and the filtrate was concentrated in vacuo to give the title compound (111 g, 99%) as an amorphous brown solid which was used in the next step without purification. MS m/e: 273 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642590B2
Source datasetuspto-grants-2014_02
ORD IDord-14ad940e92ac4243ac1b9cc8a245e186
Source noteuspto-grants-2014_02