Potassium Hydroxide → HCID 11398333, compound

Participants

Reaction Steps

The desired product was prepared using a procedure similar to step 2 of example 4. Thus, [4-(1,3-dibenzyl-2-phenyl-1H-indol-5-yl)-phenoxy]-acetic acid methyl ester (0.491 g, 0.913 mmol) was reacted with 1N KOH (1.8 ml) in THF/MeOH (6 ml/4 ml) to give the product (0.376 g, 0.713 mmol, 78%) as a white solid, mp 153-155° C. 1H NMR (DMSO-d6) δ 4.08 (s, 2H), 4.68 (s, 2H), 5.35 (s, 2H), 6.89 (d, J=7.2 Hz, 2H), 6.96 (d, J=8.9 Hz, 2H), 7.10-7.25 (m, 8H), 7.35 (dd, J=1.7, 8.5 Hz, 1H), 7.41-7.51 (m, 8H), 7.59 (d, J=1.1 Hz, 1H), 12.95 (broad s, 1H); IR (solid) 3020, 2900, 1750, 1600, 1520, 1470, 1450, 1430, 1350, and 1220 cm−1; [ESI(+)], m/z 524 (M+H)+; Anal. Calcd. for C36H29NO3.0.20H2O: C, 82.01; H, 5.62; N, 2.66; Found: C, 82.08, H, 5.58; N, 2.55.

Provenance & Evidence