Hydrochloric Acid → HCID 15035397, compound

Participants

Reaction Steps

A solution of 480 mg methyl[1-(4-nitrophenyl)-α,α-dimethyl-5-isopropyl-3-phenylsulfonylindole-2-propanoate] in 45 ml ethyl acetate was heated with 100 mg Pd/C (5%) catalyst and the solution hydrogenated a 45 psi for 16h. A further 50 mg catalyst was added and the hydrogenation continued for another 16h. The catalyst was removed by filtration through celite and the product isolated (480 mg) after removal of solvent. Hydrolysis was achieved by treatment of the ester with 2N NaOH in 3 ml MeOH/THF 1:1. The solution was neutralized with 0.5N HCl and the product extracted with ethyl acetate 3×10 ml. The solution was dried (Na2SO4) and stripped to yield the title product, m.p. 290° decomposition.

Provenance & Evidence