Sodium Hydroxide → HCID 86662492, compound

Participants

Reaction Steps

As shown in Chemical Formula 4, a mixed solution in which 0.206 g (0.654 mmol) of 2-[5-(ethoxycarbonyl)pentyloxy]-1-naphthoaldehyde (6) was dissolved in a solvent mixture of 2 mL of ethanol and 1 mL of water was prepared. Separately, an aqueous solution in which 25.1 mg (0.628 mmol) of sodium hydroxide and 68.7 mg (0.994 mmol) of hydroxylamine hydrochloride were dissolved in 1 mL of water in an ice bath was prepared. This aqueous solution was added to the mixed solution and the resultant reaction mixture was stirred at room temperature for 30 minutes to effect the reaction. However, by the sampling of the reaction mixture, remaining of the raw material was confirmed, so 27.3 mg (0.683 mmol) of sodium hydroxide and 55.8 mg (0.803 mmol) of hydroxylamine hydrochloride were added to the reaction mixture, and the resultant reaction mixture was stirred at room temperature for 1 hour to effect the reaction. The resultant solid was recovered by filtration and the crude product was recrystallized in hexane-EtOH (hexane-ethanol) to obtain 127 mg (yield: 59%) of 2-[5-(ethoxycarbonyl)pentyloxy]-1-naphthoaldehyde oxime (7) as a colorless crystal.

Provenance & Evidence