Reaktion #362395

Reaktionsgleichung

N-phenyl-l-naphthylamine

1.4-dibromobut-2-ene

→

title compound

Ausbeute 17.5%

N,N'-Diphenyl-N,N'-di-1-naphthyl-2-butene-1,4-diamine

Ausbeute 17.5%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting reaction mass
2. 2
   Temperaturto cool
3. 3
   Extraktionis then extracted with 3×100 ml of hot hexane
4. 4
   EinengenThe combined hexane extracts are concentrated in vacuo to an oil which
5. 5
   Sonstigeis chromatographed (silica gel. 95/5 cyclohexane/diethyl ether)
6. 6
   Sonstigeto give an oil
7. 7
   Sonstigeis then crystallized from ether

Vorschrift

A mixture of N-phenyl-l-naphthylamine (63 g, 0.29 mol) and 1.4-dibromobut-2-ene (12 g, 0.056 mol) is heated to 70° C. for three days. The resulting reaction mass is allowed to cool and is then extracted with 3×100 ml of hot hexane. The combined hexane extracts are concentrated in vacuo to an oil which is chromatographed (silica gel. 95/5 cyclohexane/diethyl ether) to give an oil. Said oil is then crystallized from ether to give 4.8 g (17.5% yield) of the title compound as a tan solid melting at 140°-142° C.

Quelle