Water → HCID 58016868, compound

Participants

Reaction Steps

Put 8.80 g (55.63 mmol) 6-oxoheptanoic acid and 6.741 g (55.63 mmol) (R)-(+)-1-phenylethylamine together in 100 ml toluene at RT. Add a catalytic amount (approx. 50 mg) of p-toluenesulphonic acid and heat overnight with stirring on a water separator. Then partially concentrate by evaporation, filter off any solids using a paper filter, and fully concentrate the filtrate by evaporation. Dissolve the residue in 170 ml methanol. Add approx. 1.7 g Raney Nickel (moist with water) and hydrogenate for 48 h at 4 bar. Next, filter on diatomite and concentrate the filtrate by evaporation. Purify the residue by column chromatography on silica gel (solvent: dichloromethane/methanol 95:5), obtaining 4.15 g (48.5% of theor.) of the target compound, which is reacted without further characterization.

Provenance & Evidence