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HRID 567390Erstellt: 24. Oktober 2026

Bromoethene → 1,4-Pentadien-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-

https://huagongshe.com/de/reaction/567390

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromoetheneHCID 11641—
EduktI2-IononeHCID 638014—
EduktMagnesiumHCID 5462224—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1,4-Pentadien-3-ol, 3-methyl-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-HCID 6436846837,1%

Reaktionsbedingungen

Temperatur7.5 °C

Reaktionsschritte

0.1 mols of magnesium turnings are suspended in 50 ml of THF and treated with some drops of a solution of 0.12 mols of vinyl bromide in 100 ml of THF with stirring and under nitrogen atmosphere. As soon as the Grignard starts to form, the mixture is is cooled to 5-10° C. and added with the remaining solution of vinyl bromide in 30 min. The mixture is then cooled to −60° C. and added with 0.09 mols of beta ionone in 100 ml of THF in 20 min. The mixture is left to warm to room temperature, then heated at 40° C. for 2 hours. After that, the reaction is quenched as above described and vinyl beta-ionol is recovered by double distillation under vacuum, to obtain 166 g of a product, corresponding to an about 84% yield, with purity higher than 90%, determined by NMR.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06177579B1
Quelldatensatzuspto-grants-2001_01
ORD IDord-209895f0c3fa4b99a666bb710cc5c737
Quellennotizuspto-grants-2001_01