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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 393999Erstellt: 26. Oktober 2026

Water → 1-Methoxy-4-methyl-2-(1-phenyl-vinyl)-benzene

https://huagongshe.com/reaction/393999

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTetrahydrofuranHCID 8028—
Edukt(2-Methoxy-5-methylphenyl)(phenyl)methanoneHCID 249273—
EduktButyllithiumHCID 178418339—
KatalysatorMethyltriphenyliphosphonium bromideHCID 74505—
LösungsmittelTolueneHCID 1140—
Produkt1-Methoxy-4-methyl-2-(1-phenyl-vinyl)-benzeneHCID 1135653383%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a suspension of 7.58 g (21.2 mmole) methyltriphenylphosphoniumbromide in 15 ml abs. THF at room temperature within 10 minutes 17.0 ml (21.2) n-butyllithium (1.25M in n-hexane)are added dropwise. The reddish solution obtained is cooled to −78° C. and then within 15 minutes a solution of 3.70 g (16.3 mmole) 2-methoxy-5-methyl-benzophenone in 5 ml abs. THF is added. Agitation is performed initially for 20 minutes at −78° C. and for a further 8 h at room temperature. Then 80 ml water are added to the reaction mixture and extracted twice with 50 ml diethylether in each case. The purified organic phases are then dried through magnesium sulphate and the solvent is removed. Purification of the raw product obtained takes place by column chromatography on silica gel with toluene as the solvent. 3.03 g (13.5 mmole, 83%) 1-methoxy-4-methyl-2-(1-phenyl-vinyl)-benzene are obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06809225B2
Quelldatensatzuspto-grants-2004_10
ORD IDord-2928a1ae3bd549cb9f1e9c91bee88482
Quellennotizuspto-grants-2004_10