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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17274Erstellt: 24. Oktober 2026

Water → N-(3-Bromo-6-cyano-2-hydroxy-5-methyl-4-styrylphenyl)-2,2-dimethylpropionamide

https://huagongshe.com/de/reaction/17274

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDichloromethaneHCID 6344—
EduktBoron tribromideHCID 25134—
EduktN-(3-bromo-6-cyano-2-methoxy-5-methyl-4-styrylphenyl)-2,2-dimethylpropionamideHCID 86630802—
LösungsmittelSodium chloride; waterHCID 57417360—
ProduktN-(3-Bromo-6-cyano-2-hydroxy-5-methyl-4-styrylphenyl)-2,2-dimethylpropionamideHCID 8663080197,3%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

A dichloromethane (1.0 ml) solution of N-(3-bromo-6-cyano-2-methoxy-5-methyl-4-styrylphenyl)-2,2-dimethylpropionamide (I-11) (34 mg, 79.6 μmol) was cooled at −78° C., a dichloromethane solution of 1 N tribromoborane (239 μl, 239 μmol) was dropwise added, followed by stirring at −78° C. for 70 minutes. Afterwards, this was heated up to −12° C. and stirred for 1 hour. The reaction liquid was put into cold water (50 ml), saturated brine (50 ml) was added, the intended product was extracted with ethyl acetate (50 ml×2). The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure to obtain the entitled compound (32 mg, 96%) as a yellow white semi-solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737166B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-8c67044626f3465faa6208c6c8d738ae
Quellennotizuspto-grants-2010_06