Aluminium lithium hydride → HCID 68737579, compound

Participants

Reaction Steps

To a stirred solution of 1′-benzyl-2-oxospiro[indoline-3,4′-piperidine]-4-carbonitrile (0.88 g, 2.8 mmol) in THF (20 mL) was added dropwise a solution of 1N LiAlH4 in THF (11 mL, 11 mmol) at about 0° C. under N2. The reaction mixture was allowed to warm to about room temperature and stirred overnight. The reaction was then heated at reflux for 1 h. After cooling, the reaction was quenched by the dropwise addition of water (0.44 mL), followed by 3N NaOH (0.44 mL) and water (1.3 mL) at about 0° C. The mixture was diluted with Ether and stirred for about 10 min. The reaction mixture was filtered through Celite. The filtrate was concentrated to give crude (1′-benzylspiro[indoline-3,4′-piperidine]-4-yl)methanamine, which was carried forward in the next step without further purification. LCMS (APCI+) m/z 308 [M+H]+; Rt=1.96 min.

Provenance & Evidence