Citric Acid → HCID 67131240, compound

Participants

Reaction Steps

To a solution of 379 mg (0.772 mmol) 4-carbomethoxybenzyl triphenylphosphonium bromide ([1253-46-9]) in 6 ml THF was added 87 mg (0.772 mmol) potassium tert-butoxide at 0° C. The reaction mixture was stirred for 15 minutes at 0° C. [2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetaldehyde (0.772 mmol; 1 eq.) was added at 0° C. The reaction mixture was stirred for 4 hours at room temperature. The reaction mixture was poured on 30 ml citric acid 10% in H2O and 30 ml EtOAc. The aqueous layer was extracted a second time with 30 ml EtOAc. The combined organic layers were washed with 30 ml brine, dried over MgSO4, filtered and concentrated under vacuum. The residue was purified by column chromatography (20 g silica gel; gradient: n-heptane:EtOAc) to give the title compound.

Provenance & Evidence