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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62596Erstellt: 24. Oktober 2026

Water → 2-(3-Hydroxyphenyl)acetonitrile

https://huagongshe.com/de/reaction/62596

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBoron tribromideHCID 25134—
Edukt(3-Methoxyphenyl)acetonitrileHCID 88310—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(3-Hydroxyphenyl)acetonitrileHCID 1378104271%

Reaktionsschritte

To a solution of 2-(3-methoxyphenyl)acetonitrile (2 g; 13.59 mmol) in 13 mL of dry dichloromethane (DCM) cooled at 0° C. under an inert atmosphere, a 1M solution of BBr3 in DCM (28.54 mmol; 28.54 mL) is slowly added dropwise. The mixture is stirred at room temperature for 20 hours. The reaction mixture is then poured into ice, water is added and the organic phase is extracted three times with dichloromethane, washed with brine and dried over anhydrous Na2SO4. After evaporation, the crude mixture is purified by flash-chromatography on silica gel using petroleum ether/EtAc (80/20) as an eluant, affording 1.28 g (71%) of 2-(3-hydroxyphenyl)acetonitrile.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447029B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-421976812b0e42e5bece4cc9233e266c
Quellennotizuspto-grants-2016_09