Reaction #5378

Reaction equation

pyridine

2-amino-4-butylphenol

6-decyloxy-2-naphthoic acid chloride

dioxane

→

2-(6-decyloxy-2-naphthoylamino)-4-butylphenol

Yield 86.8%

Solvents

water

Conditions

Workup

1. 1
   OtherAfter the reaction
2. 2
   Otherto precipitate a crystal
3. 3
   FiltrationThe crystal was filtered
4. 4
   Washwashed with water
5. 5
   Otherrecrystallized from acetone

Procedure

In a 50 ml three-neck flask, 0.40 g (2.42 m mole) of 2-amino-4-butylphenol, 0.85 g (2.74 m mole) of 6-decyloxy-2-naphthoic acid chloride and 10 ml of dioxane were placed. To the mixture, 0.81 ml of pyridine was added dropwise under stirring at ca. 75° C. of mixture temperature. After the reaction, the reaction mixture was poured into 80 ml of water to precipitate a crystal. The crystal was filtered, washed with water and recrystallized from acetone to obtain 1.00 g of 2-(6-decyloxy-2-naphthoylamino)-4-butylphenol (Yield: 86.5%).

Source