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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342320Erstellt: 26. Oktober 2026

Water → 3-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrile

https://huagongshe.com/reaction/342320

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt1-BromohexaneHCID 8101—
EduktPotassium HydroxideHCID 14797—
Edukt2,3-DicyanohydroquinoneHCID 78467—
LösungsmittelMethanolHCID 887—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(Hexyloxy)-6-hydroxybenzene-1,2-dicarbonitrileHCID 1500668931,8%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

27 g (168.8 mM) of 2,3-dicyanohydroquinone and 22.2 g (337 mM) of 85%-potassium hydroxide were dissolved in a mixture solvent of 65 ml of methanol and 302 ml of dimethylformamide, followed by heating to 50° C. To the solution, 33.4 g (202.4 mM) of hexyl bromide were added dropwise in 25 minutes, followed by heating to 100° C. and stirring for 3 hours. The reaction mixture was poured into cold water and washed with ether. The water layer was acidified with 6N-hydrochloric acid to provide a pH value of 1, followed by precipitation of a crystal. The crystal was extracted with ether, and the ether layer was washed with 5%-sodium hydrogen-carbonate aqueous solution and further washed with water, followed by distilling-off of the solvent to obtain a crude product. The crude product was treated with activated carbon and recrystallized from methanol to obtain 13.1 g of 2,3-dicyano-4-hexyloxyphenol.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05858269
Quelldatensatzuspto-grants-1999_01
ORD IDord-756d7f0ce9f147b88b64f84023cc62fd
Quellennotizuspto-grants-1999_01