Potassium Carbonate → HCID 86683817, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of DMSO (10 mL) was added 4-chloro-3-ethylphenol (5 g, 31.9 mmol), followed by potassium carbonate (11.0 g, 79.8 mmol). After 1 minute, 3-bromo-4-fluorobenzaldehyde (6.48 g, 31.9 mmol) was added in one portion, and the reaction heated to 50° C. for 5 hours. The reaction was diluted by addition of 1M NaOH solution (100 mL), and extracted into ethyl acetate (3×100 mL). The combined organic layers were then dried over magnesium sulfate, filtered, and concentrated in vacuo to leave a crude pink oil. The crude material was purified by column chromatography (silica), eluting with 4:1 heptane:ethyl acetate, the title compound as a white solid (8.22 g, 76%).

Provenance & Evidence