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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1354391Erstellt: 25. Oktober 2026

Water → 2-[[(1S)-2-Azido-1-phenylethyl]oxy]-4-chloro-5-fluorobenzonitrile

https://huagongshe.com/reaction/1354391

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt(S)-2-Azido-1-phenylethanolHCID 147803—
Edukt4-Chloro-2,5-difluorobenzonitrileHCID 11275302—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[[(1S)-2-Azido-1-phenylethyl]oxy]-4-chloro-5-fluorobenzonitrileHCID 8659897469,8%

Reaktionsschritte

The product from step (a) (1.75 g) and 4-chloro-2,5-difluorobenzonitrile (1.86 g) in dry DMF (40 ml) were treated with 60% sodium hydride in mineral oil (470 mg) with stirring under nitrogen. The reaction mixture was stirred for 2.5 h, poured into water, and extracted with ethyl acetate. The extract was washed with water (5×) then brine and dried (MgSO4). The solvent was evaporated and the residue purified by chromatography (silica, 10% ether/isohexane as eluent) to give the sub-title compound (2.37 g) as a pale yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07223794B2
Quelldatensatzuspto-grants-2007_05
ORD IDord-51da321b998d407abd2db97bdb6c1796
Quellennotizuspto-grants-2007_05