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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 576319Erstellt: 25. Oktober 2026

Trifluoromethanesulfonic acid → 5-Bromo-2-chloro-4-hydroxybenzonitrile

https://huagongshe.com/reaction/576319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoromethanesulfonic acidHCID 62406—
EduktN-bromobutanimideHCID 67184—
Edukt2-Chloro-4-hydroxybenzonitrileHCID 592797—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-Bromo-2-chloro-4-hydroxybenzonitrileHCID 5333045269,4%

Reaktionsschritte

To a solution of 2-chloro-4-hydroxybenzonitrile (10 g, 65.1 mmol) in CH3CN (200 mL) was added CF3SO3H (6.33 g, 71.6 mmol) and NBS (16.2 g, 94.1 mmol) at −30° C. After being stirred for 18 hours at room temperature, the mixture was quenched with aq. saturated NaHSO4 solution and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford the product 37 (10.5 g, 66%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09034921B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-f9f150884fbd4cf7a5c01ec1c780055b
Quellennotizuspto-grants-2015_05