SyntheticPage 771
Published Dec 21, 2014
Procedure
A solution of NaOH (0.902 g, 22.55 mmol, 1.6 eq) in distilled water (40 mL) at room temperature was added to a stirred solution of benzaldehyde (4.361 g, 41.13 mmol, 2.9 eq) in ethanol (40 mL). Acetone (0.833 g, 14.36 mmol, 1.0 eq) was added to the reaction mixture. The reaction mixture was then stirred at room temperature for 30 minutes. The precipitated product was recovered by suction filtration, washed 1x with 2-3mL of 1:1 ethanol/water, dried over suction for 25 minutes, and recovered (3.044 g, 90.6%) as yellow crystals (mp 103-104°C).
Full Article
SyntheticPage 774
Published Jan 29, 2015
Procedure
A solution of acetone (0.0171 g, 0.29 mmol, 1.0 eq) in methanol (1 mL) at room temperature was added to a stirred solution of phenanthrene-9-carboxaldehyde (0.154 g, 0.75 mmol, 2.5 eq) in methanol (45 mL). NaOH (0.9996 g, 25.00 mmol, 84.8 eq) was dissolved into the reaction mixture. The reaction mixture was stirred at room temperature for 72 hours. The precipitated product was recovered by suction filtration, washed 1x with 2-3mL of water and washed 1x with 2-3mL of methanol, and dried over suction. The crude product was recrystallized in benzene, cooled to room temperature, washed 1x with 2-3mL of benzene, dried over suction, and recovered (0.0242 g, 19%) as yellow crystals (mp 264-265°C).
Full Article
