Magnesium → HCID 18475731, compound

Participants

Reaction Conditions

Reaction Steps

2-Cyano-3,4-dihydro-8-[4-methyl(piperazin-1-yl)]-naphthalene (230 mg, 0.90 mmol) was dissolved in dry methanol (15 mL) and cooled to 0° C. Magnesium turnings (440 mg, 18 mmol) were added and the reaction mixture was stirred for 45 min at 0° C. and for 4 h. at room temperature. The solvent was evaporated and 2 M hydrochloric acid (20 mL) was added to the residue. The mixture was stirred for 1 h, cooled on ice-bath and alkalized to pH 10 with 2 M ammonia. The solution was extracted with ethyl acetate (60+2×30 mL) and the organic phase was washed with brine (15 mL). Drying (MgSO4) and evaporation of the solvent gave 210 mg of a crude product. Purification by preparative TLC on silica using chloroform/methanol/conc. NH3 (95:5:0.5) afforded 160 mg (71% yield) of the title compound as a white solid: mp 111-112° C.; EIMS (70 eV) m/z (relative intensity) 255 (34, M+).

Provenance & Evidence