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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975736Generated: October 31, 2026

Acetaminophen → N-acetyl-4-(pyrid-2-ylmethoxy)aniline

https://huagongshe.com/reaction/1975736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetaminophenHCID 1983—
ReactantPotassium CarbonateHCID 11430—
ReactantPicolyl chloride hydrochlorideHCID 23392—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductN-acetyl-4-(pyrid-2-ylmethoxy)anilineHCID 19098335—

Reaction Steps

A mixture of 4-acetamidophenol (120 g; 796 mmol), 2-picolyl chloride hydrochloride (130.6 g; 796 mmol), and powdered potassium carbonate (330 g; 2.39 mol) in 1500 mL DMF was stirred at ambient temperature for 7 days. The reaction was poured into brine and the precipitate was collected by vacuum filtration. The solids were washed with water followed by diethyl ether. The reaction yielded N-acetyl-4-(pyrid-2-ylmethoxy)aniline as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05288743
Source datasetuspto-grants-1994_02
ORD IDord-224274fc302a46e38bec89cd50e40e03
Source noteuspto-grants-1994_02