N-[4-(benzyloxy)phenyl]-4-(2-tert-butylphenyl)piperazine-1-carboxamide → 4-(2-tert-butylphenyl)-N-(4-hydroxyphenyl)piperazine-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

A suspension of N-[4-(benzyloxy)phenyl]-4-(2-tert-butylphenyl)piperazine-1-carboxamide (Example 173, 2.0 g, 4.51 mmol) and palladium hydroxide (20% on carbon, wetted with ca. 50% water, 100 mg) in ethyl acetate (100 mL) was stirred under hydrogen at 60° C. for 16 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, n-hexane/ethyl acetate=90:10 to 30:70) to provide 4-(2-tert-butylphenyl)-N-(4-hydroxyphenyl)piperazine-1-carboxamide (1.47 g, 92%) as a white solid.

Provenance & Evidence