2-(3-Methyl-2-pent-1-ynyl-benzoylamino)-indan-2-carboxylic acid ethyl ester → 2-[3-Methyl-2-((Z)-pent-1-enyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester

Participants

Reaction Steps

To a solution of 2-(3-methyl-2-pent-1-ynyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (122) (300 mg, 0.77 mmol) in absolute EtOH (18 mL) is added the catalyst, Pd—C (50% wetted powder, 10% Pd, 30 mg, 1.4% mmol) under argon. The resulting reaction mixture is moved to the Paar apparatus to run hydrogenation: 50 psi, room temperature, overnight. The catalyst is removed by the filtration through a pre-column (10 g silica gel) and washed by EtOH. The combined EtOH solution is concentrated in vacuo. The residue is purified by HPLC to give a pure product as white solid (168 mg, 56%).

Provenance & Evidence