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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1257164Erstellt: 26. Oktober 2026

Water → N-(4-chloro-3-(cyanomethyl)-2-fluorophenyl)acetamide

https://huagongshe.com/reaction/1257164

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CyanideHCID 8929—
Edukt3-Acetamido-6-chloro-2-fluorobenzyl methanesulfonateHCID 86713626—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktN-(4-chloro-3-(cyanomethyl)-2-fluorophenyl)acetamideHCID 8671362778,5%

Reaktionsschritte

A solution of 3-acetamido-6-chloro-2-fluorobenzyl methanesulfonate (1.31 g, 3.54 mmol) in DMSO (10 mL) was treated with sodium cyanide (0.868 g, 17.72 mmol), stirred at RT overnight, treated with water and extracted with EtOAc (2×). The combined organics were washed with brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford N-(4-chloro-3-(cyanomethyl)-2-fluorophenyl)acetamide (630 mg, 78% yield) as a yellow solid. MS (ESI) m/z: 227.0 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08461179B1
Quelldatensatzuspto-grants-2013_06
ORD IDord-a7a97009dcae477cb0d038e7a5a5669e
Quellennotizuspto-grants-2013_06