Synthesis
Example 16b Preparation of 2-fluoro-4-formylbenzonitrile: Pyridinium chlorochromate (7.39 g, 34.27 mmol) was added to a solution of 2-fluoro-4-(hydroxymethyl)benzylcarbonitrile (5.18 g, 34.27 mmol) in methylene chloride (150 mL). The reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, the mixture was allowed to undergo rapid filtration through a short silica gel pad and the silica gel pad was washed with dichloromethane. The filtrates were combined and concentrated under reduced pressure to give 2-fluoro-4-formylbenzonitrile as a white solid (4.6 g, 90% yield).
References
[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 14, p. 2973 - 2984
[2] Patent: US2008/119457, 2008, A1. Location in patent: Page/Page column 51
[3] Patent: US2003/220241, 2003, A1
[4] Patent: US2003/87940, 2003, A1