Aluminium lithium hydride → 2-[cis-5-Amino-1-benzylpiperidin-2-yl]ethanol

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of lithium aluminum hydride (97 mg, 2.55 mmol) in tetrahydrofuran (5 mL) was added a solution of ethyl [cis-5-amino-1-benzylpiperidin-2-yl]acetate (352 mg, 1.27 mmol, step 7 of Example 1) in tetrahydrofuran (4 mL) at 0° C., and the mixture was stirred at 0° C. for 1 h, then stirred at room temperature for 1 h. The mixture was quenched with water (0.1 mL) at 0° C., and stirred for 30 min at 0° C. 15% aqueous sodium hydroxide solution (0.1 mL) was added at 0° C., and the mixture was stirred at room temperature for 30 min. Water (0.3 mL) was added, and the mixture was stirred at room temperature for 30 min. The mixture was filtered through Celte pad washing with tetrahydrofuran (100 mL). The filtrate was concentrated under reduced pressure to give 322 mg (quant.) of the title compound as a slightly yellow oil.

Provenance & Evidence