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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128853Generated: October 27, 2026

Triethylamine → HCID 18688806, compound

https://huagongshe.com/reaction/128853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-DiethylanilineHCID 11369—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant3-(2-Chlorophenyl)-5-methylbenzofuran-2-carboxylic acidHCID 18688782—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
ProductHCID 18688806HCID 1868880668.7%

Reaction Steps

To a stirred mixture of 430 mg of 3-(2-chlorophenyl)-5-methylbenzofuran-2-carboxylic acid and 0.39 cc of diphenylphosphoryl azide in 6 cc of benzene was added dropwise 0.22 cc of triethylamine at room temperature. The resulting mixture was stirred at room temperature for 35 minutes and then heated under reflux for 15 minutes. After cooling, 0.30 cc of 2,6-diethylaniline was added, followed by refluxing for 2 hours. After cooling, water was added to the reaction mixture and extracted with chloroform. The extract was dried over magnesium sulfate, and distilled to remove the solvent. The crude product thus obtained was purified by a silica gel column chromatography (eluent: chloroform) to obtain 446 mg of compound 21.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464863
Source datasetuspto-grants-1995_11
ORD IDord-b18f73ebad244d61b058645fc4e26e91
Source noteuspto-grants-1995_11