3-Fluoro-4-formylbenzoic acid synthesis

Yield: 92%

Reaction Conditions:

with water;silver nitrate in ethanol at 50; for 0.916667 h;

Steps:

14.2
Compound 14B (6.0 g, 19.5 mmol) was dissolved in EtOH (50 mL) and the resulting solution was heated to 50 °C. Silver nitrate (6.8 g, 39.9 mmol) in hot water (11 mL) was added dropwise to the warmed solution over 5 minutes. The reaction was allowed to stir at 50 °C for 50 minutes, then cooled to room temperature. The reaction mixture was poured onto 1 N HCl (25 mL) and the solid was filtered and washed with ethanol. The filtrate was concentrated in vacuo to about 30 mL and extracted with EtOAc several times. The organics were washed with brine, dried over MgSO₄, filtered, then concentrated in vacuo to provide compound 14C (3.0 g, 92 %).

References:

SCHERING CORPORATION WO2008/130584, 2008, A1 Location in patent:Page/Page column 144