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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1031909Generated: October 30, 2026

4-Methoxybenzoic Acid → HCID 12851812, compound

https://huagongshe.com/reaction/1031909

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzoic AcidHCID 7478—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-(3-Methylphenyl)ethan-1-amineHCID 410085—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12851812HCID 12851812—

Reaction Steps

A solution of 4-methoxybenzoic acid (5.7 g, 0,038 mol) and carbonyldiimidazole (6.1 g, 0.050 mol) in 100 ml of THF was stirred for 1 h protected from moisture. To this was added 2-(3-methylphenyl) ethylamine and stirring was continued overnight. The reaction mixture was diluted with water (500 ml) and extracted with two 150 ml portions of methylene chloride. The methylene chloride solution was washed with 250 ml of water and evaporated to give the crystalline amide which was recrystallized from CH3OH/water to give 6.8 g (67%) H1, mp 87-92°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04956371
Source datasetuspto-grants-1990_09
ORD IDord-0148a68e64a1482f9f235f3cd108aab3
Source noteuspto-grants-1990_09