Sodium Hydroxide → HCID 23156197, compound

Participants

Reaction Steps

A solution of Compound 165 (0.250 g, 0.69 mmol) in 1,2-dichloroethane (3.5 mL) was added with 1-methyl-4-piperidone (0.128 mL, 1.04 mmol) followed by stirring for 20 minutes. The mixture was added with sodium triacetoxyborohydride (0.439 g, 2.07 mmol) followed by stirring at room temperature for 4 hours. The reaction mixture was added with a 2 mol/L aqueous sodium hydroxide solution, and extracted with dichloromethane three times. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:2 mol/L ammonia-methanol solution=19:1). The obtained crystals were recrystallized from ethanol-diisopropyl ether to obtain Compound 166 (0.172 g, 0.37 mmol, 54%).

Provenance & Evidence