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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204932Generated: October 31, 2026

Phenyl isocyanate → 2-[(Phenylcarbamoyl)oxy]ethyl prop-2-enoate

https://huagongshe.com/reaction/2204932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl isocyanateHCID 7672—
Reactant2-Hydroxyethyl acrylateHCID 13165—
Reactant2,6-Di-tert-butyl-4-methylphenolHCID 31404—
ReactantN,N',N''-Tris(3-dimethylaminopropyl)hexahydro-S-triazineHCID 85160—
ReactantIsocyanateHCID 105034—
Product2-[(Phenylcarbamoyl)oxy]ethyl prop-2-enoateHCID 21463909—

Reaction Conditions

Temperature60 °C

Reaction Steps

A 500 ml round-bottom flask was initially charged with 0.25 g of 2,6-di-tert-butyl-4-methylphenol, 0.12 g of Desmorapid Z and 126.4 g of phenyl isocyanate, and the mixture was heated to 60° C. Subsequently, 123.3 g of 2-hydroxyethyl acrylate were added dropwise and the mixture was kept at 60° C. until the isocyanate content had fallen below 0.1%. This was followed by cooling. The product was obtained as a crystalline solid (preparation described in DE 2329142). The product has a melting point of 66-68° C. (Bowman, Macromolecules, 2004, 37 (11), 4062-4069).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09366957B2
Source datasetuspto-grants-2016_06
ORD IDord-33d5930390e5453d9282cb80f1bacd39
Source noteuspto-grants-2016_06