Phenol → HCID 59180450, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 102 (800 mg; 1.66 mmol), phenol (103 mg; 1.09 mmol), salicylaldoxime (45.5 mg; 0.33 mmol), copper(I) oxide (11.8 mg; 0.083 mmol), cesium carbonate (811.3 mg; 2.49 mmol), powdered molecular sieves (300 mg; 3A°) and anhydrous acetonitrile (15 mL) was heated at 85° C. for 16 hours. The reaction mixture was allowed to cool to room temperature and then was diluted with ethyl acetate (20 mL), filtered through a pad of celite and concentrated under reduced pressure. The resulting green residue was purified by automated silica gel chromatography (Biotage®) eluting with ethyl acetate/hexanes (0 to 15% v/v over 600 mL gradient elution) to yield the title compound as a white solid (201 mg).

Provenance & Evidence