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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 596521Erstellt: 25. Oktober 2026

Ammonium Chloride → 4-(2,6,6-Trimethyl-2-cyclohexen-1-ylidene)-butan-2-ol

https://huagongshe.com/reaction/596521

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktSodium borohydrideHCID 4311764—
Edukt4-(2,6,6-Trimethylcyclohex-2-en-1-ylidene)but-2-en-2-yl acetateHCID 53406773—
LösungsmittelEthanolHCID 702—
Produkt4-(2,6,6-Trimethyl-2-cyclohexen-1-ylidene)-butan-2-olHCID 53692157107,2%

Reaktionsschritte

The resulting crude acetoxy compound of formula II (108 g) is dissolved in 400 ml of ethanol (96%) and added dropwise within 10 minutes at 20°-30° C with slight cooling to a suspension of 20 g of sodium borohydride in 600 ml of 96% ethanol. The mixture is then heated until a slight reflux occurs and stirred at this temperature for 15 minutes. The end of the reaction can be detected by a spontaneous colour change from dark-yellow to lemon-yellow. After cooling to room temperature, the cloudy mixture is poured on to saturated ammonium chloride solution/ice and the mixture is extracted with hexane. After the usual washing to neutrality with water and drying over anhydrous sodium sulphate, the solvent is evaporated under a vacuum. There are obtained 96 g of crude 4-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-butan-2-ol (formula III).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04011245
Quelldatensatzuspto-grants-1977_03
ORD IDord-696b058c424440b3bcd2ac1e3d50c784
Quellennotizuspto-grants-1977_03