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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74985Erstellt: 24. Oktober 2026

Water → ((cyclohex-2-enyloxy)methyl)benzene

https://huagongshe.com/de/reaction/74985

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBenzyl BromideHCID 7498—
Edukt2-Cyclohexen-1-OLHCID 13198—
EduktSodium hydrideHCID 24758—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt((cyclohex-2-enyloxy)methyl)benzeneHCID 10867111—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A solution of cyclohex-2-en-1-ol (10.0 g, 101.9 mmol) in anhydrous THF (100 mL) was added to a stirred suspension containing sodium hydride (8.0 g, 199.7 mmol) (60% dispersion in oil) and benzyl bromide in anhydrous THF (250 mL) maintained at 50° C. The resulting solution was stirred at 55-60° C. for 18 h. After cooling to ambient temperature, water was added to quench the reaction and the mixture was diluted with ether (500 mL). The organic phase was separated, dried (Na2SO4), filtered and concentrated in vacuo to an oil that was subjected to a short silica plug filtration to provide 16.1 g of desired product 51a that was used directly in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829007B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-4551983249644db0ac1b7f9159ed7a96
Quellennotizuspto-grants-2014_09