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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 354258Erstellt: 26. Oktober 2026

Water → 3-Chloro-o-cresol

https://huagongshe.com/reaction/354258

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2,6-DichlorotolueneHCID 8368—
EduktPotassium HydroxideHCID 14797—
EduktDibenzo-18-crown-6HCID 26541—
LösungsmittelDiethylene GlycolHCID 8117—
Produkt3-Chloro-o-cresolHCID 14856—

Reaktionsschritte

16.1 g (0.1 mol) of 2,6-dichlorotoluene, 19.8 g (0.3 mol) of potassium hydroxide (85%) and 0.3 g of dibenzo-18-crown-6 are heated in 30 ml of diethylene glycol at a bath temperature of 190° C. with reflux for 16 hours. The water released during the reaction is distilled off. After cooling, the reaction mixture is stirred with 100 ml of water until a solution is obtained and extracted three times with 50 ml of dichloromethane. The aqueous phase is admixed with 35 ml of 30% hydrochloric acid and extracted three times with 70 ml of dichloromethane. The organic phases are dried and concentrated under reduced pressure. 3-Chloro-2-methylphenol is obtained as a solid (11.5 g, content by HPLC: 97%, 78% of theory).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06756512B2
Quelldatensatzuspto-grants-2004_06
ORD IDord-47cdf0d64c614343b118c960586e4a29
Quellennotizuspto-grants-2004_06