Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827361Generated: October 27, 2026

Hydrochloric Acid → N-[4-(3-fluoro-benzyloxy)-phenyl]-malonamic acid methyl ester

https://huagongshe.com/reaction/1827361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl malonyl chlorideHCID 123460—
Reactant4-(3-Fluoro-benzyloxy)-phenylamineHCID 16775314—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductN-[4-(3-fluoro-benzyloxy)-phenyl]-malonamic acid methyl esterHCID 1033595619.4%

Reaction Steps

A solution of 242 mg (1.77 mmol) chlorocarbonyl-acetic acid methyl ester in 2 ml dichloromethane is added dropwise to an ice-cooled solution of 350 mg (1.61 mmol) 4-(3-fluoro-benzyloxy)-phenylamine in 7 ml of pyridine. The mixture is then stirred for 2 h at room temperature, diluted with water, acidified with dil. hydrochloric acid and extracted with ethyl acetate. The organic phase is dried. Chromatography (silica gel, ethyl acetate/hexane 1:1) yields 99 mg (19%) of the title compound. Yellowish solid; MS: m/e=418.1 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053245B2
Source datasetuspto-grants-2006_05
ORD IDord-cc570b084e314aa18f9ae1b9b7fe31fb
Source noteuspto-grants-2006_05