Aluminium lithium hydride → 2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine

Participants

Reaction Conditions

Reaction Steps

2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylacetamide (800 mg) is dissolved in THF (20 ml) and cooled to 0° C. 2 M LiAlH4 in THF (2.3 ml) is added. The reaction mixture is warmed to room temperature and stirred for 1 hour. The reaction is quenched by slow addition of satd. aqueous K2CO3 (50 ml), then a potassium sodium tartrate solution (20 ml) is added. The mixture is diluted with EtOAc and the layers are separated. The aqueous layer is extracted with EtOAc (2×). The combined organic layers are dried (Na2SO4), filtered, and the solvent is removed under reduced pressure to give 2-(4-(4-benzylpiperazin-1-yl)cyclohexyl)-N,N-dimethylethanamine (660 mg). m/z(+) 330 (M+H+).

Provenance & Evidence