Reaktion #2281980
ord-0e9d719902e241899b1fc247c6c33709
Reaktionsgleichung
1-bromo-3-methoxy-5-methyl-benzene
DMF
→
solid
Ausbeute 83.0%
3-Methoxy-5-methyl-benzonitrile
Ausbeute 83.0%
Lösungsmittel
Reaktionsbedingungen
Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Waschenby washing with brine
- 2EinengenThe organic layer was concentrated
- 3Sonstigepurified (silica gel, 0-50% EtOAC/hexane)
Vorschrift
In a 100 mL round bottom flask, 1-bromo-3-methoxy-5-methyl-benzene (2.17 g, 10.79 mmol), Zn(CN)2 (1.9 g, 16.19 mmol, 1.5 eq.) and Pd(PPh3)4 (1.24 g, 1.08 mmol, 0.1 eq.) was charged with DMF (20 mL). The reaction mixture was heated at 90° C. under Ar for 7 hours. Ethyl acetate was added, followed by washing with brine. The organic layer was concentrated and purified (silica gel, 0-50% EtOAC/hexane) to give a white solid (1.31 g, 83%). 1H NMR (300 MHz, CDCl3): δ 7.05 (s, 1H), 6.97 (s, 2H), 3.81 (s, 3H), 2.39 (s, 3H).