P-Cresol → HCID 54566991, compound

Participants

Reaction Steps

To a 0° C. suspension of KH (530 mg, 1.0 eq) in DMF (10 mL) was quickly added p-cresol (500 mg, 4.63 mmol), and the reaction mixture was stirred at room temperature. After stirring 10 minutes hydrogen evolution had subsided, and 50 mg of 18-crown-6 was added followed by the product of Step A (1.22 g, 1.0 eq). The reaction mixture was stirred 2.5 hours and was then concentrated in vacuo. The residue was purified on a silica gel flash chromatography column (140×30 mm) eluted with 5% ethyl acetate/hexane to yield 0.744 g (55%) of the title compound.

Provenance & Evidence