Sodium Hydroxide → HCID 58101268, compound

Participants

Reaction Conditions

Reaction Steps

Lithium aluminium hydride (0.281 g, 7.41 mmol) was suspended in diethyl ether (40 mL). The slurry was cooled to −5° C. and tert-butyl 1-[1-(4-chlorophenyl)cyclobutyl]-9-(cyanomethyl)-1,3,4,9-tetrahydro-2H-b-carboline-2-carboxylate (2.35 g, 4.94 mmol) was added in small portions. After stirring at −5° C. for 1 h 2N sodium hydroxide solution (15 mL) was added dropwise. After 10 min additional 2N sodium hydroxide solution (60 mL) was added. The aqueous layer was extracted with ethyl acetate (3×40 mL). The combined organic layers were washed with water (30 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by flash chromatography (silica, dichloromethane, methanol). Yield: 0.16 g (7%).

Provenance & Evidence