Реакция #65038

Уравнение реакции

11-Bromoundecanol

piperidine

piperidine hydrobromide

→

1-hydroxy-11-(N-piperidyl)undecane

Выход 96.3%

Условия реакции

Обработка

1. 1
   Температураat reflux temperature for 18 hours
2. 2
   Другоеwas removed by filtration
3. 3
   ДругоеThe excess piperidine is removed by simple distillation
4. 4
   Другоеthe resultant solid residue is recrystallized from ethanol and water
5. 5
   ДругоеAfter drying

Методика

11-Bromoundecanol (11.00 g., 43.79 mmole) was dissolved in 100 ml. of piperidine and heated at reflux temperature for 18 hours. The reaction mixture was allowed to cool and most of the precipitated piperidine hydrobromide was removed by filtration. The excess piperidine is removed by simple distillation and the resultant solid residue is recrystallized from ethanol and water. After drying, 10.78 g. (96.3% yield) of 1-hydroxy-11-(N-piperidyl)undecane was obtained. m.p. 62°-65° C., 1H-NMR (200 MHz, CDCl3) δ=1.2-1.7 ppm, m, 24H; 2.10, broad s, 1H; 2.20-2.45, m, 6H; 3.63, t, 2H.

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