Methanol → HCID 10177620, compound

Participants

Reaction Steps

Methyl 4-[4-(1-methyl-2-{[(methylethyl)sulfonyl]amino}ethoxy)phenyl]benzoate (30 mg, 0.077 mmol), lithium hydroxide (11 mg, 0.268 mmol), THF (1.2 mL), methanol (0.4 mL) and deionized water (0.4 mL) were combined in a 15 mL round bottomed flask and stirred at room temperature overnight. The reaction mixture was concentrated in-vacuo, and dissolved in 1 N sodium hydroxide. This solution was acidified (pH=2) with 1 N hydrochloric acid, and was extracted three times with methylene chloride. The organic extractions were combined, washed with 15 mL water, dried with magnesium sulfate, filtered, and concentrated in-vacuo, yielding 85 mg of yellow solid. This material was further purified using a 1000 uM rotor on a Chromatotron in a 1:1 methylene chloride:ethyl acetate solvent system to provide the title compound (65 mg, 100%) as waxy brown paste.

Provenance & Evidence