Reacción #992697

Ecuación de reacción

aniline

1-naphthoyl chloride

water

ammonium hydroxide

→

solid

Rendimiento 82.0%

Naphthalene-1-carboxylic acid phenylamide

Rendimiento 82.0%

Disolventes

acetonitrile

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroTo the solution so formed
2. 2
   Otro20 min
3. 3
   OtroThe phases were separated
4. 4
   Lavadothe aqueous phase was washed with 100 ml of dichloromethane
5. 5
   OtroThe organic fractions were collected
6. 6
   Secadodried with magnesium sulfate
7. 7
   Filtraciónfiltered
8. 8
   Otrothe solvent was then removed under reduced pressure

Procedimiento

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).

Fuente