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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493622Generated: November 3, 2026

Methyl chloroacetate → N-[3-(2-Methoxyethoxy)phenyl]glycine methyl ester

https://huagongshe.com/reaction/1493622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroacetateHCID 7295—
ReactantSodium BicarbonateHCID 516892—
Reactant[3-(2-Methoxyethoxy)phenyl]amine hydrochlorideHCID 16640685—
ProductN-[3-(2-Methoxyethoxy)phenyl]glycine methyl esterHCID 8702970098.3%

Reaction Steps

Methyl chloroacetate (6.2 ml, 70.3 mmol), the free base of Intermediate 51 (7.84 g, 46.9 mmol) and sodium hydrogencarbonate (7.9 g 93.8 mmol) were heated at 100° C. for 24 h. The reaction was cooled, extracted with ethyl acetate, washed with water, 2N hydrochloric acid and brine, dried (K2CO3) and evaporated to give the title compound (Intermediate 52; 11.03 g, 98%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05023255
Source datasetuspto-grants-1991_06
ORD IDord-b55b3d3764684e3a8b54a5dd3713145b
Source noteuspto-grants-1991_06