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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583079Generated: November 1, 2026

Hydrochloric Acid → 3-Chloro-n-(4-methoxyphenyl)propanamide

https://huagongshe.com/reaction/1583079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantP-AnisidineHCID 7732—
ReactantSodium HydroxideHCID 14798—
Reactant3-Chloropropionyl chlorideHCID 69364—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-Chloro-n-(4-methoxyphenyl)propanamideHCID 532059139.2%

Reaction Conditions

Temperature5 °C

Reaction Steps

p-Anisidine (12.3 g) was dissolved in CH2Cl2 (30 ml) and the solution was cooled to 5° C. Aqueous NaOH (6.6 g in 13 ml water) and 3-chloro-propionyl-chloride (19.05 g) were simultaneous added to the above solution over 40 minutes. The two phase mixture was stirred at 5° C. for another 30 min. Water (250 ml) and concentrated HCl (3 ml) were then added. The product was isolated by filtration, washed with water and dried to a constant weight to give N-(4-methoxyphenyl)-3-chloropropionamide (29.7 g, 94.6%) in 99.3% purity by HPLC analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06740758B2
Source datasetuspto-grants-2004_05
ORD IDord-808eda2efae04368b487f7b4dce0e26d
Source noteuspto-grants-2004_05