Lithium → HCID 19610253, compound

Participants

Reaction Steps

To a suspension of lithium aluminumhydride (0.57 g. 15 mmol) in anhydrous THF (20 mL) was added carefully dropwise a solution of 4,4-diphenyl-5-formylpentanonitrile (1.96 g. 7.4 mmol) in anhydrous THF (20 mL). The mixture was stirred at rt for 1.5 hr. The reaction mixture was quenched by careful addition of SN NaOH (2.5 mL) and followed by water (1.5 mL). The mixture was stirred at room temperature for 10 min and then filtered and the solid was washed twice with diethylether. The organic filtrates were combined, dried (Na2SO4) and concentrated to give the desired product as solid foam (1.60 g, 80%): MS showed (M+H)+ (270; 1H-NMR (CDCl3, δ): 1.17-1.34 (m, 2H), 2.12-2.22 (m, 2H), 2.31-2.43 (m, 2H), 2.62-2.74 (m, 2H), 3.30-3.40 (m, 2H), 7.11-7.34 (m, 1OH).

Provenance & Evidence