Potassium Carbonate → 1-Acetamino-7-(2-ethylhexyloxy)naphthalene

Participants

Reaction Steps

81 g of 1-acetamino-7-hydroxy-naphthalene and 85 g of 2-ethylhexyl bromide were reacted with each other in 250 ml of dimethylformamide in the presence of 66.5 g of anhydrous potassium carbonate over a steam bath for 5 hours to obtain 102.4 g of 1-acetamino-7-(2-ethylhexyloxy)naphthalene. This compound was dissolved in a mixed solution of 100 ml of acetic anhydride and 200 ml of glacial acetic acid. 44.2 g of concentrated nitric acid having a specific gravity of 1.42 was dropwise added thereto over about one hour at a temperature of not higher than 10° C., and the components were reacted for about 3 hours at about 10° C. Crystals which precipitated were collected by filtration to obtain 43.5 g of 1-acetamino-4-nitro-7-(2-ethylhexyloxy)naphthalene.

Provenance & Evidence