Potassium Hydroxide → HCID 25161302, compound

Participants

Reaction Steps

5-Chloro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester (394) (120 mg, 0.3 mmol) is dissolved in EtOH (20 mL) and set to stir at RT. To this solution is added 5M KOH (2 mL). The reaction mixture is stirred at RT overnight. After concentration in vacuo, the resulting residue is dissolved in water (20 mL) and washed with EtOAc (20 mL). The phases are separated and the aqueous phase is acidified with concentrated HCl to pH 2. The aqueous phase is washed with 100 mL EtOAc. The organic phases are collected, concentrated to dryness, and then the resulting residue is purified on an HPLC. The desired product (395) is obtained as white solid (73 mg, 63%).

Provenance & Evidence