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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169717Generated: October 31, 2026

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

https://huagongshe.com/reaction/2169717

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 18 (15 grams, 76.9 mmol) and triethylamine (15.6 g, 154.16 mmol) in toluene (210 ml) under nitrogen atm. 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 temp. for 26 hours. The reaction mixture was cooled to room temperature, the solids were filtered off, and the toluene was distilled off under vacuum to get crude 32, which was vacuum distilled to get pure 32 (9 g, 52.9%) as a light yellow syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045548E1
Source datasetuspto-grants-2015_06
ORD IDord-7097b1824ab748ada4ad10637a84b731
Source noteuspto-grants-2015_06