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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1905526Erstellt: 26. Oktober 2026

3,5-Dimethylisoxazole → 5-[2-(4-Bromomethylcyclohexyl)ethyl]-3-methylisoxazole

https://huagongshe.com/reaction/1905526

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-DimethylisoxazoleHCID 9312—
Edukt1,4-Bis(bromomethyl)cyclohexaneHCID 3613545—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-[2-(4-Bromomethylcyclohexyl)ethyl]-3-methylisoxazoleHCID 2006410458%

Reaktionsschritte

Butyllithium (23.3 ml, 8.0M in tetrahydrofuran) was added dropwise to a solution of 18.3 g of 3,5-dimethylisoxazole in 800 ml of tetrahydrofuran held at -77° C. under nitrogen, and the mixture was stirred for 30 minutes. 1,4-bis(Bromomethyl)cyclohexane (50.4 g) was then added, and the reaction mixture was stirred for 3 hours at -70° C. and at room temperature overnight. The product was isolated and purified by chromatography to give 31 g (58%) of 5-[2-(4-bromomethylcyclohexyl)ethyl]-3-methylisoxazole as a liquid used directly in the next reaction.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04843087
Quelldatensatzuspto-grants-1989_06
ORD IDord-d71971ce26e947fcb9595bcb48fc69d4
Quellennotizuspto-grants-1989_06