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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732854Erstellt: 26. Oktober 2026

Hydrochloric Acid → 4-{[3-(Trimethoxysilyl)propyl]thio}-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone

https://huagongshe.com/reaction/732854

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt(3-Mercaptopropyl)trimethoxysilaneHCID 20473—
EduktI2-IononeHCID 638014—
Katalysator1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Produkt4-{[3-(Trimethoxysilyl)propyl]thio}-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanoneHCID 6881789188,9%

Reaktionsschritte

To a well-stirred mixture of β-ionone (10.00 g, 52.1 mmol) and DBU (79 mg, 0.52 mmol (1 mol-%)) was rapidly added 3-mercaptopropyltrimethoxysilane (10.21 g, 52.1 mmol) at 25-30° C. After 72 hours, the reaction mixture was poured onto a cold stirred 5% aqueous HCl solution and extracted twice with Et2O. The organic phases were washed (H2O, saturated aqueous NaHCO3 and brine), dried (Na2SO4), filtered and concentrated. The crude extract was dried for 1 hour at 65-70° C./0.01 Torr to give 18.00 g of the title thioether containing approximativaly 10% of β-ionone. Yield: 80%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07589055B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-f419cbac44c6454b93d26078fa5db95a
Quellennotizuspto-grants-2009_09