Triacetoxyperiodinane → 5-Bromo-2-chloropyridine-3-carbaldehyde
Reaktionsgleichung
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[C:5]([Cl:8])=[N:6][CH:7]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[N:6][C:5]([Cl:8])=[C:4]([CH:3]=1)[CH:9]=[O:10]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of (5-bromo-2-chloropyridin-3-yl)methanol (6.8 g, 30.6 mmol) in DCM (200 mL), was added Dess-Martin periodinane (32.4 g, 76.6 mmol) at 0° C. The resulting mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel (0 to 30% EtOAc in petroleum ether) to afford 5.05 g of 5-bromo-2-chloronicotinaldehyde. LCMS [M+H]+ 221.1.
Aufarbeitung
- concentrationThe reaction mixture was concentrated in vacuo
- customthe residue was purified by column chromatography on silica gel (0 to 30% EtOAc in petroleum ether)
Quellen und Nachweise
- ORD-Eintrag
- ord-732957e950934f0ba4b72d11177a6eb6
- Quelldatensatz
- uspto-grants-2015_08
- Patentnummer
- US09108944B2
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