N-methoxy-N-methylcyclohexanecarboxamide → 6-Cyclohexanecarbonyl-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid

Participants

Reaction Steps

6-Bromo-2,2-diphenyl-1,3-benzodioxole-4-carboxylic acid (1.26 g, 3.16 mmol, 1 eq.), LiOMe (240 mg, 6.32 mmol, 2 eq.) and cyclohexanecarboxylic acid methoxy-methyl-amide (650 mg, 3.8 mmol, 1.2 eq.) as the electrophile were reacted according to GP4, Method A. The crude product was purified using flash chromatography (silica gel, hexane/Et2O/AcOH 5:1:0.1) and subsequent recrystallization from CH2Cl2/hexane to give the title compound as a yellowish solid.

Provenance & Evidence