Reaktion #992697

Reaktionsgleichung

aniline

1-naphthoyl chloride

water

ammonium hydroxide

→

solid

Ausbeute 82.0%

Naphthalene-1-carboxylic acid phenylamide

Ausbeute 82.0%

Lösungsmittel

acetonitrile

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo the solution so formed
2. 2
   Sonstige20 min
3. 3
   SonstigeThe phases were separated
4. 4
   Waschenthe aqueous phase was washed with 100 ml of dichloromethane
5. 5
   SonstigeThe organic fractions were collected
6. 6
   Trocknendried with magnesium sulfate
7. 7
   Filtrationfiltered
8. 8
   Sonstigethe solvent was then removed under reduced pressure

Vorschrift

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).

Quelle