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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83783Generated: October 27, 2026

Triethylamine → 2-(4-Isocyanato-phenoxy)-propionic acid methyl ester

https://huagongshe.com/reaction/83783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantMethyl 2-(4-aminophenoxy)propanoateHCID 22060471—
SolventTolueneHCID 1140—
Product2-(4-Isocyanato-phenoxy)-propionic acid methyl esterHCID 49764363143.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a mixture of 2-(4-aminophenoxy)-propionic acid methyl ester 10 (15 g, 76.9 mmol) and triethylamine (15.6 g, 154.16 mmol) in toluene (210 ml) under nitrogen atmosphere was added triphosgene (8.4 g, 28.3 mmol) in one lot. Later the reaction mixture was heated to 75° C. over a period of one hour and maintained at this tempera-ture for 26 hours. The reaction mixture was cooled to room temperature, the solids filtered off, and the toluene was distilled off under vacuum to get crude 11, which was vacuum distilled to get pure 11 (9 grams, 52.9%) as a light yellow syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846845B2
Source datasetuspto-grants-2014_09
ORD IDord-5bb5f911646948b0a3751af8085b9d82
Source noteuspto-grants-2014_09