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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597873Generated: October 30, 2026

Triethylamine → 3-(4-Chlorophenyl)allylamine

https://huagongshe.com/reaction/597873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(4-Chlorophenyl)prop-2-yn-1-amineHCID 58952344—
CatalystLindlars catalystHCID 131709914—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventDichloromethane methanolHCID 21226129—
Product3-(4-Chlorophenyl)allylamineHCID 5369600074.1%

Reaction Steps

To a solution of 3-(4-chloro-phenyl)-prop-2-ynylamine (14.0 g) in 200 mL each of MeOH and CH2Cl2 was added Et3N (1.2 mL) and Lindlar catalyst (1.4 g) and the resulting suspension was stirred under a H2 balloon. The reaction was followed by TLC (i.e., thin layer chromatography) using 6% methanol-dichloromethane as eluent and once completed, filtered through a CELITE pad, concentrated and purified by chromatography to provide 10.5 g of 3-(4-chloro-phenyl)-allylamine. MS: m/e 168.6 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897601B2
Source datasetuspto-grants-2011_03
ORD IDord-f6677543d679486aaec74150fd376173
Source noteuspto-grants-2011_03