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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 322005Erstellt: 25. Oktober 2026

Water → 3-Hydroxy-2-(2,4,6-trimethylphenyl)acrylonitrile

https://huagongshe.com/reaction/322005

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl formateHCID 8025—
Edukt2,4,6-TrimethylphenylacetonitrileHCID 520698—
EduktSodium ethoxideHCID 2723922—
LösungsmittelEthanolHCID 702—
Produkt3-Hydroxy-2-(2,4,6-trimethylphenyl)acrylonitrileHCID 7014281852,2%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A solution of 2,4,6-trimethylphenylacetonitrile (75 g) and ethyl formate (67 g) in 225 ml absolute ethanol was treated with solid sodium ethoxide (36 g) in small portions over 10 minutes, with good stirring. The mixture was heated to 60° C. under nitrogen for 16 hours, was allowed to cool to room temperature, and then poured into 1.2 l of water. This mixture was extracted with ether. The aqueous phase was acidified with 6M HCl to pH 1 and extracted with ethyl acetate. The ethyl acetate extracts were combined, washed with water and brine, dried and concentrated to give 46 g of 3-hydroxy-2-(2′,4′,6′-trimethylphenyl)acrylonitrile (intermediate 2). A sample was crystallized from ether/hexane to give colorless crystals, melting point=124-126° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06211195B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-c794c31b48bc445db7775a3dd6d62cd5
Quellennotizuspto-grants-2001_04