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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2246490Erstellt: 26. Oktober 2026

Water → HCID 59217793, Verbindung

https://huagongshe.com/reaction/2246490

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-Bromo-4-methoxybenzaldehydeHCID 98662—
Edukt((4-Bromophenyl)ethynyl)triisopropylsilaneHCID 57809595—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
ProduktHCID 59217793HCID 59217793—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

14.8 mL of a 1.6 M solution of n-butyllithium in hexane are added dropwise under argon to a solution of 8.0 g 1-bromo-4-triisopropylsilylethynyl-benzene in 80 mL dry tetrahydrofuran chilled to −78° C. The solution is stirred for 1 h at −70° C. Then 5.1 g 3-bromo-4-methoxy-benzaldehyde dissolved in 20 mL tetrahydrofuran are added dropwise over 15 min. The resulting solution is left in the cooling bath to warm to ambient temperature overnight. Then water is added and the mixture is extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed. The residue is purified over silica gel (cyclohexane/ethyl acetate 9:1->1:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07687469B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-c585e4de99e748a285166be8d639f9b9
Quellennotizuspto-grants-2010_03