Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583078Generated: November 2, 2026

P-Anisidine → 3-Chloro-n-(4-methoxyphenyl)propanamide

https://huagongshe.com/reaction/1583078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
ReactantTriethylamineHCID 8471—
Reactant3-Chloropropionyl chlorideHCID 69364—
SolventMethyl Ethyl KetoneHCID 6569—
Product3-Chloro-n-(4-methoxyphenyl)propanamideHCID 53205986.8%

Reaction Conditions

Temperature10 °C

Reaction Steps

A three-necked flask was charged with p-Anisidine (50 g), Et3N (40.43 g) and methyl ethyl ketone (100 ml). The resulting slurry was cooled to 10° C. and 3-chloropropionyl chloride (50.74 g) was slowly added. The temperature was allowed to rise to 60° C. during the addition. The mixture was then refluxed for 1 hour and cooled to 50° C. The solids were collected by filtration, washed with water, and dried at 50° C. to constant weight to give N-(4-methoxyphenyl)-3-chloropropionamide (56.42 g, 86.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06740758B2
Source datasetuspto-grants-2004_05
ORD IDord-77e8239310b34f449d7404d4c9039049
Source noteuspto-grants-2004_05