HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2359407Erstellt: 25. Oktober 2026
Dichloromethane → 2-(3-(Difluoromethyl)phenyl)quinoline-8-carboxylic acid
https://huagongshe.com/reaction/2359407
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 2-Chloroquinoline-8-carboxylic acid | HCID 19026201 | — |
| Edukt | 2-(3-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 22240167 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 2-(3-(Difluoromethyl)phenyl)quinoline-8-carboxylic acid | HCID 58154684 | 80,2% |
Reaktionsschritte
To a solution of 2-chloroquinoline-8-carboxylic acid (3.1 g, 15.0 mmol) in DME (20 mL) and water (2 mL) was added 2-(3-(difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.5 g, 17.7 mmol), K3PO4 (5.2 g, 22.6 mmol) and Pd(dppf)Cl2.CH2Cl2 (0.50 g, 0.63 mmol). The reaction mixture was stirred under nitrogen at 85° C. for 12 hours, then the reaction was cooled to room temperature and water (20 mL) was added. The mixture was filtered and the filter cake was washed with water, and the solid was dried in vacuo to give 2-(3-(difluoromethyl)phenyl)quinoline-8-carboxylic acid (3.6 g, 80% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08685970B2 |
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| Quelldatensatz | uspto-grants-2014_04 |
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| ORD ID | ord-fdda792a98ee4617a9e93bf47d884ed2 |
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| Quellennotiz | uspto-grants-2014_04 |
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