Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984627Generated: October 25, 2026

Ethylene Glycol → 2-((Phenylmethyl)amino)benzoic acid

https://huagongshe.com/reaction/984627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantBenzylamineHCID 7504—
Reactant2-Chlorobenzoic AcidHCID 8374—
ReactantPotassium Phosphate, TribasicHCID 62657—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1-ButanolHCID 263—
Product2-((Phenylmethyl)amino)benzoic acidHCID 8109548%

Reaction Conditions

Temperature100 °C

Reaction Steps

Copper(I) iodide (19 mg, 0.10 mmol), K3PO4 (636 mg, 3.00 mmol), benzylamine (131 μL, 1.20 mmol), 2-chlorobenzoic acid (157 mg, 1.00 mmol), ethylene glycol (111 μL, 2.00 mmol) and 1-butanol (1.0 mL) were used and heated to 100° C. for 72 hours. The above workup procedure was followed and gave 2-(N-benzyl)aminobenzoic acid (109 mg, 48% isolated yield) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867298B2
Source datasetuspto-grants-2005_03
ORD IDord-69bcb8a3f39e42ef84e3e0e6082caffa
Source noteuspto-grants-2005_03