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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11456Erstellt: 25. Oktober 2026

4-Toluenesulfonyl chloride → 2,2-Dimethyl-3-(4-pyridyl)-3-(p-tolylsulfonyloxy)propionitrile

https://huagongshe.com/reaction/11456

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Toluenesulfonyl chlorideHCID 7397—
EduktTriethylamineHCID 8471—
Edukt3-Hydroxy-2,2-dimethyl-3-(4-pyridyl)propionitrileHCID 11137656—
LösungsmittelDichloromethaneHCID 6344—
Produkt2,2-Dimethyl-3-(4-pyridyl)-3-(p-tolylsulfonyloxy)propionitrileHCID 2197402237,4%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Triethylamine (1.57 ml, 11.3 mmol) was added to a solution of 3-hydroxy-2,2-dimethyl-3-(4-pyridyl)propionitrile (1.00 g, 5.67 mmol) in dichloromethane (20 ml) at room temperature. Further, p-toluenesulfonyl chloride (1.30 g, 6.80 mmol) was added to the mixture, and the whole was warmed at 50° C. with stirring for three days. The reaction mixture was allowed to stand and then concentrated under reduced pressure, and the concentrate was purified by silica gel column chromatography to give 699 mg (37.4%) of 2,2-dimethyl-3-(4-pyridyl)-3-(p-tolylsulfonyloxy)propionitrile as a pale yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098226B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-e162f5a92b724cdcb52d12a66305c960
Quellennotizuspto-grants-2006_08