Acetic Acid → HCID 9829796, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the substituted indole 23 (61.8 g, 0.098 mol, 1 eq) and LiOH.H2O (8.5 g, 0.202 mol, 2.1 eq) in dioxane/MeOH/H2O (300 mL, 150 mL, 150 mL) was stirred at 60° C. for 2 h. The mixture was cooled to rt and 12.1 mL of AcOH was added in order to adjust the pH to approximately 7. Then water (600 mL) was added and the mixture was extracted with CH2Cl2 (6×150 mL), the organic phase was washed with conc. Aq. Na2CO3, H2O, brine, dried over Na2SO4, and evaporated to give 31 (51.6 g, 97%) as a yellow foam: 1H NMR (CDCl3) δ 7.07 (m, 19 H), 6.10 (s, 2 H), 5.03 (s, 2 H), 4.03 (t, 2 H), 2.8 (t, 2 H), 2.53 (br s, 4 H), 2.21 (s, 3 H), 1.63 (t, 4 H), 1.43 (br s, 2 H).

Provenance & Evidence