4-Fluoro-3-methoxybenzonitrile

White powder

To a stirred solution of 4-fluoro-3-hydroxybenzonitrile 50 (15.0 g, 109.4 mmol) in dry DMF (200 mL), NaH (6.5 g, 164 mmol) was added followed by addition of methyl iodide (46.2 g, 328.0 mmol). The reaction mixture was stirred at room temperature for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was quenched with cold water and precipitated solid was filtered, dried under vacuum to afford 51. Yield: 16.0 g, 96percent. ‘H NMR (400 IVIFIz, DMSO-d6) 3.90 (s, 3 H), 7.42-7.54 (m, 2 H), 7.72 (d, J=7.83 Hz, 1 H).To a stirred solution of 4-fluoro-3-hydroxybenzonitrile 164 (15.0 g, 109.4 mmol) in dry DMF (200 mL), NaH (6.5 g, 164 mmol) was added followed by addition of methyl iodide (46.2 g, 328.0 mmol). The reaction mixture was stirred at room temperature for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was quenched with cold water and precipitated solid was filtered, dried under vacuum to afford 174. Yield: 16.0 g, 96percent. 1H NMR (400 MHz, DMSO-d6) δ 3.90 (s, 3 H), 7.42 - 7.54 (m, 2 H), 7.72 (d, J=7.83 Hz, 1 H).General procedure: phenylacetic acid or its derivative (0.5mmol), Cu(TFA)

Molecular Weight:151.14
XLogP3:1.7
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:151.043341977
Monoisotopic Mass:151.043341977
Topological Polar Surface Area:33
Heavy Atom Count:11
Complexity:174
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes