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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747673Generated: October 26, 2026

Triethylamine → N-[2-(3-cyanophenoxy)ethyl]-4-isopropylbenzamide

https://huagongshe.com/reaction/747673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Isopropylbenzoic AcidHCID 10820—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant210963-99-8HCID 22645198—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-[2-(3-cyanophenoxy)ethyl]-4-isopropylbenzamideHCID 68836070—

Reaction Steps

283 mg (1.73 mmol) of 4-isopropylbenzoic acid was dissolved in 10 ml of dichloromethane. 1.2 ml (8.65 mmol) of triethylamine, 363 mg (1.90 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 256 mg (190 mmol) of 1-hydroxybenzotriazole and 342 mg (1.24 mmol) of 3-(2-aminoethoxy)benzonitrile hydrochloride were added to the solution, and they were stirred for 18 hours. The reaction liquid was diluted with water. After the extraction with ethyl acetate, the organic layer was washed with water, 1 N sodium hydroxide and saturated aqueous NaCl solution successively, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-26d9da943dfb495398593362093a070e
Source noteuspto-grants-2008_07