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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 230089Erstellt: 23. Oktober 2026

Water → (4-tert-Butylphenyl)acetonitrile

https://huagongshe.com/de/reaction/230089

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CyanideHCID 8929—
Edukt1-(Bromomethyl)-4-(1,1-dimethylethyl)benzeneHCID 87836—
KatalysatorDibenzo-18-crown-6HCID 26541—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt(4-tert-Butylphenyl)acetonitrileHCID 7678431,2%

Reaktionsschritte

0.22 g of dibenzo-18-crown-6-ether and 1.57 g of sodium cyanide were suspended in 20 ml of DMSO, and 5.00 g of 4-tert-butylbenzyl bromide was dropwise added thereto with cooling with water. After having been stirred overnight at room temperature, the resulting mixture was further stirred at 50° C. for 5 hours. After this was left to be at room temperature, water was added thereto and extracted with ether. The organic layer was washed with water, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 1.19 g of 4-tert-butylphenylacetonitrile was obtained from the fraction eluted with n-hexane:ethyl acetate=5:1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07566683B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-569f3bc130a64fa293f9f3ff2d40ee52
Quellennotizuspto-grants-2009_07