Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241517Erstellt: 25. Oktober 2026

Water → 4-bromo-3-chloro-N-trimethylsilanylmethyl-benzamide

https://huagongshe.com/reaction/241517

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt1-(Trimethylsilyl)methylamineHCID 87488—
Edukt4-Bromo-3-chlorobenzoic acidHCID 12594302—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-bromo-3-chloro-N-trimethylsilanylmethyl-benzamideHCID 66836699100%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

To a suspension of 4-bromo-3-chlorobenzoic acid (25.00 g, 106.2 mmol) in CH2Cl2 (320 mL) was added N,N-dimethyl aminopyridine (1.95 g), followed by N-ethyl-N-dimethylamine propylcarbodiimide hydrochloride (22.39 g) in small portions. After 30 min at room temperature, aminomethyl trimethylsilane (11.2 g, 7.87 mL, 108 mmol) was added while maintaining the temperature at 20° C. After stirring over night, water was added and the organic layer was separated. The aqueous layer was extracted twice with CH2Cl2 and the combined organic phases were dried and evaporated in vacuum. The residue was purified by flash chromatography on silica gel to give the title compound (34.00 g, 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653000B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-e86fb4dcd46743ff948c85722bfc7573
Quellennotizuspto-grants-2014_02