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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169714Generated: November 1, 2026

Ethylene Glycol → [4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester

https://huagongshe.com/reaction/2169714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactant(4-Isocyanato-phenoxy)-acetic acid methyl esterHCID 18918618—
SolventWaterHCID 962—
Product[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl esterHCID 4976436882.9%

Reaction Conditions

Temperature42 °C

Reaction Steps

(4-Isocyanato-phenoxy)-acetic acid methyl ester 28 (15 g, 72.46 mmol) was added to ethylene glycol (30 ml) at room temperature. The reaction was exothermic and the temperature raised to 42° C. Later the reaction mixture was stirred at room temperature for 16 hours. Water (100 ml) was added and crude 29 was filtered, dried and purified by column chromatography on silica gel using chloroform as eluant to get pure 29 (16.17 g, 82.9%) as a off-white powder. M.p: 85.5-87.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045548E1
Source datasetuspto-grants-2015_06
ORD IDord-c7607bbef2a4418a8419e9220053f35b
Source noteuspto-grants-2015_06