HCID 21477178, compound → HCID 54730488, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-hydroxycoumarin (898 mg) and 1-bromo-1-(3-bromophenyl)propane of Preparation 39 (3.08 g) under nitrogen is sealed in a screw-cap vial and placed in an oil bath at 100° C. The mixture is heated to 175° C. over approximately 45 rain, and the resulting melt is stirred at this temperature for 45 rain, cooled to RT, diluted with methylene chloride (45 mL), washed with water (10 mL) and saline (10 mL), dried over sodium sulfate, and concentrated under reduced pressure to give a residue which is then chromatographed on silica gel (230-400 mesh, 350 g), eluting with a gradient of ethyl acetate/hexane (15/85-60/40). Pooling of fractions with an Rf =0.20 by TLC (ethyl acetate/hexane, 50/50) and removal of solvent gives the title compound.

Provenance & Evidence