Ammonium Chloride → N-(2-Hydroxymethyl-indan-2-yl)-3-methyl-2-(2-methyl-propenyl)-benzamide

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester (80 mg, 0.21 mmol) in anhydrous THF (1 mL) is added dropwise 2M LiBH4/THF (0.84 mL, 1.68 mmol) at RT under argon. The resulting solution is heated for 20 min at 100° C. on microwave. After cooling to room temperature, the reaction solution is poured into ice-water and aq. NH4Cl saturated solution to reach pH 7. The solution is extracted with EtOAc (50 mL×3). The combined EtOAc phase is washed with brine (10 ml×2), dried over Na2SO4 and concentrated. The residue is purified by HPLC to give a pure product (230) as white solid (58 mg, 82%).

Provenance & Evidence