HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tributylphenyltin | HCID 607632 | — |
| Edukt | 2,6-Di-t-butylcresol | HCID 66637192 | — |
| Edukt | 6-Bromo-2-cyclopropyl-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile | HCID 68584745 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-Cyclopropyl-7-methoxy-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile | HCID 68584856 | 98% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07737166B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-68507d3cc36e415e80c5a36e8ee390ba |
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| Quellennotiz | uspto-grants-2010_06 |
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