Diethyl cyanophosphonate → 1-Isoquinolinecarbonitrile
Reaktionsgleichung
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N+:2]=1[O-].P([C:20]#[N:21])(=O)(OCC)OCC>C(#N)C>[C:1]1([C:20]#[N:21])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred solution of isoquinoline 2-oxide (2-Im-9, 5.8 g) in 140 mL of acetonitrile, diethyl phosphoro-cyanidate (1.5 eq) was added under argon followed by slow addition of TEA (3.0 eq). The mixture was refluxed for 18 h and then extracted with DCM. The organic layer was concentrated and purified by silica column chromatography to give isoquinoline-1-carbonitrile (3-Im-9).
Aufarbeitung
- temperatureThe mixture was refluxed for 18 h
- extractionextracted with DCM
- concentrationThe organic layer was concentrated
- custompurified by silica column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-9b95dfc3a79647eb97fd830507e6bf5e
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08541418B2
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