Aluminium lithium hydride → HCID 68761380, compound

Participants

Reaction Steps

A solution of 1′-benzyl-1-(4-methoxybenzyl)-2-oxospiro[indoline-3,3′-pyrrolidine]-4-carbonitrile (3.00 g, 7.08 mmol) in LAH (1.0M in THF, 35.4 mL, 35.4 mmol) was heated at reflux for 12 hours. The reaction mixture was quenched with Na2SO4-10 H2O, dried and filtered. The filter cake was washed with ethyl acetate, and the filtrate was concentrated. The residue was purified by chromatography (hexanes/ethyl acetate gradient) to give (1′-benzyl-1-(4-methoxybenzyl)spiro[indoline-3,3′-pyrrolidine]-4-yl)methanamine (500 mg, 1.21 mmol, 17%). LCMS (APCI+) M+H+ 414 (100%); Rt=3.23 min.

Provenance & Evidence