Acetic Acid → HCID 68466114, compound

Participants

Reaction Steps

To a solution of 5-methoxynaphthalen-1-yl-methylamine (Preparation 12) (1.83 g, 9.80 mmol) in DCM (100 mL) was added 3-methylbutyraldehyde (1.26 mL, 11.8 mmol), acetic acid (0.6 mL, 10.5 mmol) and NaBH(OAc)3 (3.2 g, 15.1 mmol). The mixture was stirred for 48 h at rt. Following the addition of EtOAc (200 mL) and NaHCO3 solution (200 mL the mixture was stirred for 1 h. The organic phase was separated, washed with brine and dried (MgSO4). Solvent was removed in vacuo and the residue purified by column chromatography (hexane:EtOAc, 5:1) to give the title compound: RT=2.65 min; m/z (ES+)=314.5 [M+H]+.

Provenance & Evidence