2-Aminophenol → Salicylaldehyde

Participants

Reaction Conditions

Reaction Steps

3.3 g of 3-aminophenol, 7.0 g of 2-ethylhexyl bromide and 2.0 g of calcium carbonate powder were mixed together with 10 g of dimethylformamide and reacted in a nitrogen atmosphere at 120° C. for 2 hours. Then, 6.4 g of n-octyl bromide was added to the reaction system, and the reaction was further continued for 5 hours under the above conditions. After the reaction, the reaction mixture was returned to room temperature and extracted with toluene to obtain 3-(N-octyl-N-2-ethylhexyl)aminophenol. Then, 11 g of phosphorus oxychloride was added to 13 g of dimethylformamide and stirred for one hour at a temperature of not higher than 15° C., and then the above aminophenol derivative was dropwise added and mixed thereto, and the reaction was carried out at a reaction temperature of 70° C. for 1.5 hours. The reaction product was returned to room temperature, and then put into water containing 8.6 g of sodium hydroxide to obtain a corresponding salicylaldehyde derivative. Then, into 20 g of ethanol, 4.0 g of 2-benzothiazolylacetic acid ethyl ester, 7.7 g of the above salicylaldehyde derivative and 0.5 g of piperidine were mixed and dissolved and reacted at 80° C. for one hour to obtain the desired product as yellowish orange crystals.

Provenance & Evidence