Hydrochloric Acid → HCID 19863774, compound

Participants

Reaction Steps

To a suspension of 466 mg of LiAlH4 in 30 ml of THF was added a solution of 1.7 g of 4-(4-benzoylaminophenylamino)-2,6-di-tert-butylphenol (free base of Compound 53) in 30 ml of THF, and the mixture was refluxed for 5.5 hours. After cooling, a solution of 15 g of Na2S2O4 in 60 ml of water was added to the reaction mixture, and the resulting mixture was stirred at room temperature for 10 minutes. Then water was added thereto and the mixture was extracted with diethyl ether. The organic layer was dried over MgSO4 and concentrated. The oil thus obtained was dissolved in a small amount of diethyl ether. To this solution was added 2 ml of a solution of 4N hydrogen chloride in ethyl acetate, and the crystals thus precipitated were filtered and recrystallized from isopropanol-diethyl ether, giving 450 mg of the title compound as white crystals.

Provenance & Evidence