[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH2:8][C:9]#N)[CH:7]=1.[CH3:12]I.[H-].[Na+].Cl.C[N:18]([CH3:21])C=O>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([C:8]([CH3:12])([CH3:9])[C:21]#[N:18])[CH:7]=1
5.25 g of (5-fluoro-2-methylphenyl)acetonitrile and 5.25 ml of methyl iodide are dissolved in 70 ml of dimethylformamide and mixed with 2.7 g of sodium hydride (80%) for 2.5 hours while being cooled with ice. After 3 hours at 0° C. and 16 hours at room temperature, it is mixed with ice water and ethyl acetate, acidified with 1 M hydrochloric acid, and the ethyl acetate phase is washed with water, dried (Na2SO4) and concentrated by evaporation. 6.1 g of 2-(5-fluoro-2-methylphenyl)-2-methylpropionitrile is obtained as an oil.
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