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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362595Generated: October 30, 2026

Tetrahydrofuran → (E)-3-[3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-indan-1-yl-acrylamide

https://huagongshe.com/reaction/1362595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 73014041—
Reactant(Indan-1-ylcarbamoylmethyl)phosphonic acid diethyl esterHCID 86602465—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(E)-3-[3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-indan-1-yl-acrylamideHCID 5917082123%

Reaction Steps

To a THF (8 mL) solution of 3-ethoxy-4-(4-methyl-1H-imidazole-1-yl)benzaldehyde (60 mg), (indan-1-ylcarbamoylmethyl)phosphonic acid diethyl ester (81 mg) and lithium hydroxide monohydrate (22 mg) were added, and the reaction mixture was agitated at room temperature for 14 hours. Water and ethyl acetate were added to the reaction solution after the reaction ended, and the organic layer was separated. The obtained organic layer was washed with a saturated sodium chloride solution, and the solvent was evaporated under reduced pressure after dried over anhydrous magnesium sulfate. The obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 1:4), and 23 mg (23%) of the title compound was obtained. The physical properties of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880009B2
Source datasetuspto-grants-2011_02
ORD IDord-1cab1724800c4aeaafaf47b93ffad095
Source noteuspto-grants-2011_02