Hydrochloric Acid → HCID 66999955, compound

Participants

Reaction Conditions

Reaction Steps

5-Phenyl-3-[3-benzyloxycarbonyl-propyl]-1H-indole-2-carboxylic acid ethyl ester (40 mg, 0.088 mmol, 1.0 equiv) was dissolved in 4 mL of a 1:1 mixture of THF and ethanol. To this homogenous solution, KOH in water was added and the reaction mixture was stirred at 50° C. for 6 h. At this point TLC (100% EtOAc) showed only baseline material. The reaction was poured into 20 mL of 1 M HCl and was extracted 2×25 mL of EtOAc. The pooled organic fractions were dried (Na2SO4), filtered, and evaporated to yield 5-phenyl-3-[3-benzyloxycarbonyl-propyl]-1H-indole-2-carboxylic acid (34 mg, 90%).

Provenance & Evidence