Methanol → HCID 59314282, compound

Participants

Reaction Steps

A 100 mL round bottom flask containing 2-(2-isopropoxy-3-methyl-benzylamino)-indan-2-carboxylic acid ethyl ester (365, 360 mg, 0.98 mmol) is charged with 1,4-dioxane (3 mL) and MeOH (3 mL). A stirring bar is added and stirring is initiated. After dissolution, water (1.5 mL) is added followed by the LiOH monohydrate (104 mg, 2.47 mmol). After 39 h, tlc analysis (silica, 50% EtOAc/Heptanes) indicates that the starting material is completely consumed. Amberlyst highly acidic exchange resin (0.5 g) is added to the reaction vial. The reaction is capped and allowed to stir at ambient temperature. After 15 days, the contents of the flask are filtered through a pad of Celite. The solvent is removed from the filtrate. The residue is reconstituted with iPrOH/toluene (20+20 mL) and the solvent is removed. This process is repeated 1 time. Pumping to constant weight provided white solid (0.24 g, 72%).

Provenance & Evidence