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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 236072Erstellt: 25. Oktober 2026

O-Cresol → 4-Bromo-2-methylphenol

https://huagongshe.com/reaction/236072

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-CresolHCID 335—
EduktBromineHCID 24408—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-Bromo-2-methylphenolHCID 1689678%

Reaktionsbedingungen

Temperatur2 °C

Reaktionsschritte

Into a 5-liter reaction flask was charged 324g of o-cresol (3 moles) and 1200 g of methylene chloride. The reaction was cooled to 2° C. and 480 g (3 moles) of bromine dissolved in 960 g of methylene chloride was run in slowly over a 7-hour period. The next day, the cooling bath was removed and a heating mantle was attached. 1 liter of Isopar G (trademark of Exxon for a hydrocarbon fraction) was added and distillation of the methylene chloride was begun under water aspirator vacuum. Eventually the distillation rate slowed and the pot temperature rose to 70° C. The still head temperature dropped from 35° C. to 28° C. The solution was poured into a beaker and cooled to room temperature without stirring. In the morning, the solution was cooled to -5° C. and filtered. There was recovered 440 g of 4-bromo-o-cresol melting at 61-64° C. in 78% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04642383
Quelldatensatzuspto-grants-1987_02
ORD IDord-43ba83c04e004362b28d9f64b029f504
Quellennotizuspto-grants-1987_02