Potassium Carbonate → HCID 86662491, compound

Participants

Reaction Steps

As shown in Chemical Formula 4, in 20 mL of DMF (N,N-dimethylformamide), 1.09 g (6.33 mmol) of 2-hydroxy-1-naphthoaldehyde (1) and 1.22 g (8.86 mmol) of potassium carbonate were dissolved and the resultant reaction solution was stirred for 1 hour. To the reaction solution, 1.94 g (8.72 mmol) of ethyl 6-bromohexanoate (5) was added and the resultant reaction mixture was stirred at 100° C. for 13 hours to effect the reaction. Then, to the reaction solution, 50 mL of water was added and the reaction mixture was extracted with 50 mL of ethyl acetate. The organic phase was washed with each of 50 mL of pure water and 50 mL of Brine three times and was dried over MgSO4, and the solvent thereof was concentrated under reduced pressure. The resultant green crude product was recrystallized in hexane-AcOEt (hexane-ethyl acetate) to obtain 1.67 g (yield: 84%) of 2-[5-(ethoxycarbonyl)pentyloxy]-1-naphthoaldehyde (6) as a plate-shaped crystal.

Provenance & Evidence