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HRID 17616Erstellt: 23. Oktober 2026

Tributylphenyltin → 2-Cyclopropyl-7-methoxy-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

https://huagongshe.com/de/reaction/17616

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTributylphenyltinHCID 607632—
Edukt2,6-Di-t-butylcresolHCID 66637192—
Edukt6-Bromo-2-cyclopropyl-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrileHCID 68584745—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Cyclopropyl-7-methoxy-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrileHCID 6858485698%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Under argon atmosphere, bis(triphenylphosphine)palladium(II) dichloride (777 mg, 1.11 mmol) was added to a 1,4-dioxane (110 ml) solution of 6-bromo-2-cyclopropyl-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile (I-83) (3.40 g, 11.1 mmol), tributylphenyltin (5.28 g, 14.4 mmol) and 2,6-di-tert-butylcresol (488 mg, 2.21 mmol), followed by stirring in an oil bath at 100° C. for 15 hours. The reaction liquid was concentrated under reduced pressure, the residue was dissolved in ethyl acetate, and washed with water and saturated brine. After drying over anhydrous sodium sulfate, the insoluble matter was separated by filtration, and the residue obtained by concentration was washed with diethyl ether to obtain the entitled compound (3.30 g, 98%) as a pale gray solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737166B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-68507d3cc36e415e80c5a36e8ee390ba
Quellennotizuspto-grants-2010_06