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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 488541Generated: October 25, 2026

Diethylamine → 4-[(Diethylamino)methyl]benzoic acid

https://huagongshe.com/reaction/488541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
Reactant4-(Chloromethyl)benzoic acidHCID 74234—
SolventAcetonitrileHCID 6342—
Product4-[(Diethylamino)methyl]benzoic acidHCID 94851663%

Reaction Steps

1 g (1 equivalent) of α-chloroparatoluic acid and 1.22 mL (2 equivalents) of diethylamine are placed in solution in 30 mL of acetonitrile. The reaction mixture is taken to reflux for 48 hours. The solvent is evaporated off under vacuum and the residue is purified by chromatography on silica gel column (CH2Cl2/MeOH 60/40 then pure MeOH). The product is obtained in the form of a white powder after precipitation from hexane. (Yield=63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06972343B1
Source datasetuspto-grants-2005_12
ORD IDord-67b3606ed97745088224a32eb7d53c20
Source noteuspto-grants-2005_12