Trichloroisocyanuric Acid → tert-Butyl 4'-(3-oxopropyl)biphenyl-2-carboxylate

Participants

Reaction Steps

To a solution of tert-butyl 4′-(3-hydroxypropyl)biphenyl-2-carboxylate (7.00 g, 22.4 mmol) in CH2Cl2 (200 mL) at 0° C. was added trichloroisocyanuric acid (5.47 g, 23.5 mmol) and 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (35 mg, 0.224 mmol). After stirring at it for 20 min, the reaction mixture was diluted with Et2O (200 mL) and filtered through a silica gel pad, rinsing with Et2O (400 mL). The filtrate was concentrated, and the residue was purified by silica gel column chromatography (5-75% EtOAc in Hexanes) to afford the title compound.

Provenance & Evidence