Реакция #362395

Уравнение реакции

N-phenyl-l-naphthylamine

1.4-dibromobut-2-ene

→

title compound

Выход 17.5%

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

Выход 17.5%

Условия реакции

Обработка

1. 1
   ДругоеThe resulting reaction mass
2. 2
   Температураto cool
3. 3
   Экстракцияis then extracted with 3×100 ml of hot hexane
4. 4
   КонцентрированиеThe combined hexane extracts are concentrated in vacuo to an oil which
5. 5
   Другоеis chromatographed (silica gel. 95/5 cyclohexane/diethyl ether)
6. 6
   Другоеto give an oil
7. 7
   Другоеis then crystallized from ether

Методика

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.

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