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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 602070Erstellt: 25. Oktober 2026

Aluminum iodide → 5-Allylbenzene-1,3-diol

https://huagongshe.com/reaction/602070

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAluminum iodideHCID 82222—
Edukt3-(3,5-Dimethoxyphenyl)-1-propeneHCID 524874—
LösungsmittelCarbon DisulfideHCID 6348—
Produkt5-Allylbenzene-1,3-diolHCID 639188—

Reaktionsschritte

The Pd-catalyzed cross-coupling reaction of 5-Bromo-1,3-dimethoxybenzene with allyl boronic acid pinacol ester produced 5-allyl-1,3-dimethoxybenzene 1 in excellent yield. AlI3 will be used for demethylating 5-Allyl-1,3-dimethoxybenzene with CS2 as solvent to produce 5-allylresorcinol 2. The bis(phosphinite) PCP ligands 3 will be obtained by diphosphorylation of 5-allylresorcinol 2 with the respective chlorophosphine and sodium hydride as a base. Iridium complexes 4 will be obtained from reaction of the respective PCP ligands 3 with [Ir(COD)Cl]2 or [Ir(COE)2Cl]2. Hydrosilylation of complexes 4 will produce the hydrosilylated complexes 5. Reaction of complexes 5 with silica gel will afford the Si2O-supported Ir complexes 6. To date, 5-allyl-1,3-dimethoxybenzene 1 has been prepared in 92% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07902417B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-c2d1826b42a845f696bf59f6d9185409
Quellennotizuspto-grants-2011_03