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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70563Erstellt: 24. Oktober 2026

2-Thiocresol → 1-(Cyclopropylsulfanyl)-2-methylbenzene

https://huagongshe.com/de/reaction/70563

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-ThiocresolHCID 8712—
EduktBromocyclopropaneHCID 78037—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt1-(Cyclopropylsulfanyl)-2-methylbenzeneHCID 57956576—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Potassium t-butoxide (994 mg) and bromocyclopropane (2.92 g) were added to a solution of 2-methylbenzenethiol (1.05 g) in dimethyl sulfoxide (10 mL), and the mixture was stirred at 100° C. for 9.5 hours. The reaction solution was cooled to room temperature and brine was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give 1-(cyclopropylsulfanyl)-2-methylbenzene as an orange oil (1.41 g, quant.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822503B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-53b183a844474fc5ab095796eb2aef6d
Quellennotizuspto-grants-2014_09