Sodium Hydroxide → HCID 11519845, compound

Participants

Reaction Steps

A mixture of methyl 4-{[(6-{5-phenyl-1-[4-(trifluoromethyl)benzyl]-1H-pyrrol-2-yl}-2-naphthyl)oxy]methyl}benzoate (200 mg, 0.338 mmol), prepared in the previous step, and 1 N NaOH (507 μL, 0.507 mmol) in 20 mL of THF plus 20 mL of methanol plus 5 mL water was refluxed under nitrogen for 9 h. The reaction was filtered and then allowed to cool to room temperature. The reaction was acidified by the addition of 2.5 mL of 1 N HCl and then concentrated under reduced pressure to remove the THF and methanol. The residue was diluted with water. The solid formed was collected by filtration, rinsed with water and dried under reduced pressure to give the title compound (186 mg, 95%) as an off-white solid, mp 228–229° C. Elemental Analysis for C36H26F3NO3.0.15 H2O.0.04 C4H8O Calc'd: C, 74.47; H, 4.60; N, 2.40. Found: C, 74.52; H, 4.49; N, 2.68.

Provenance & Evidence