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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2259208Erstellt: 27. Oktober 2026

Cyclohexanone → 2-(1-Hydroxycyclohexyl)-6-methoxybenzothiophene

https://huagongshe.com/reaction/2259208

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexanoneHCID 7967—
EduktAmmonium ChlorideHCID 25517—
Edukt6-Methoxy-1-benzothiopheneHCID 13634237—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(1-Hydroxycyclohexyl)-6-methoxybenzothiopheneHCID 19002769—

Reaktionsschritte

3.2 g of 6-methoxybenzo[b]thiophene was dissolved in 3 ml of THF and the solution was cooled with ice. 18.6 ml of n-butyllithium (15% hexane solution) was gradually added in a stream of nitrogen and the mixture was stirred. A THF solution of 3.1 ml of cyclohexanone was added and the mixture was stirred at room temperature for 6 hours. 35 ml of saturated aqueous ammonium chloride solution was added to the reaction mixture, the resultant mixture was extracted with ether, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the resultant crude product was purified by TLC (developing solvent, chloroform) to obtain 2.8 g of 6-methoxy-2-(1-hydroxycyclohexyl)benzo[b]thiophene.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05472962
Quelldatensatzuspto-grants-1995_12
ORD IDord-fad93f897b9a418cb12d655d36b2c33f
Quellennotizuspto-grants-1995_12