Acetic Acid → 3-[3-(2-oxo-2-propoxyethyl)-1H-indol-2-yl]propanoic acid

Participants

Reaction Conditions

Reaction Steps

Aqueous 8 N KOH (1.05 equiv.) was added to a stirred solution of propyl 3-[3-(2-oxo-2-propoxyethyl)-1H-indol-2-yl]propanoate from Step 1 in n-propanol (0.5 M). The mixture was stirred at 50° C. for 4 h. The reaction mixture was cooled to rt, quenched with acetic acid (1.2 equiv.) and concentrated. The residue was purified on a pad of silica gel using CH2Cl2, then CH2Cl2/EtOAc (9:1) and finally CH2Cl2/EtOAc/MeOH (88:10:2) to afford after evaporation of the volatiles, the desired material (68%) as yellow oil.

Provenance & Evidence