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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 659739Erstellt: 23. Oktober 2026

Hexachloroethane → 4-(2-Chlorooxazol-5-yl)benzonitrile

https://huagongshe.com/de/reaction/659739

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexachloroethaneHCID 6214—
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt4-(1,3-Oxazol-5-yl)benzonitrileHCID 2777271—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelWater ethylacetateHCID 22728543—
Produkt4-(2-Chlorooxazol-5-yl)benzonitrileHCID 6844355882%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of 4-Oxazol-5-yl-benzonitrile (3 g, 17.65 mmol) in anhydrous THF (80 mL) at −78° C. under an argon atmosphere was slowly added a solution of LiHMDS (21.2 mL, 1 M in THF, 21.2 mmol). After 1 h at −78° C., solid hexachloroethane (6.275 g, 26.48 mmol) was added. The mixture was then stirred at −78° C. for 1 h and allowed to slowly warm to room temperature and stir for 3 h. The reaction was diluted with AcOEt/H2O (50 mL/15 mL). The organic layer was washed with brine, dried with MgSO4 and filtered. After removal of solvent the solid obtained was recrystallize from Hexane to give the title compound as a white solid (2.95 g, 82%). m.p.=144° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08080669B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-e78b697eaa13435da6d81b1c6f83a030
Quellennotizuspto-grants-2011_12