Реакция #992697

Уравнение реакции

aniline

1-naphthoyl chloride

water

ammonium hydroxide

→

solid

Выход 82.0%

Naphthalene-1-carboxylic acid phenylamide

Выход 82.0%

Растворители

acetonitrile

diethyl ether

Условия реакции

Обработка

1. 1
   ДругоеTo the solution so formed
2. 2
   Другое20 min
3. 3
   ДругоеThe phases were separated
4. 4
   Промывкаthe aqueous phase was washed with 100 ml of dichloromethane
5. 5
   ДругоеThe organic fractions were collected
6. 6
   Сушкаdried with magnesium sulfate
7. 7
   Фильтрацияfiltered
8. 8
   Другоеthe solvent was then removed under reduced pressure

Методика

4.77 g of 1-naphthoyl chloride (TCI America) was dissolved in 100 ml of anhydrous acetonitrile. To the solution so formed, 2.28 ml of aniline (Sigma-Aldrich) was added in a dropwise fashion over a period of c.a. 20 min. The reaction was then refluxed for 2 h at 82° C. 100 ml of distilled water and 5 ml of concentrated ammonium hydroxide were added along with 100 ml of diethyl ether in a separatory funnel. The phases were separated and the aqueous phase was washed with 100 ml of dichloromethane. The organic fractions were collected and dried with magnesium sulfate, filtered and the solvent was then removed under reduced pressure to yield a white solid 5.07 g (82%; 20.5 mmol).

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