Reacción #65038

Ecuación de reacción

11-Bromoundecanol

piperidine

piperidine hydrobromide

→

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

Rendimiento 96.3%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux temperature for 18 hours
2. 2
   Otrowas removed by filtration
3. 3
   OtroThe excess piperidine is removed by simple distillation
4. 4
   Otrothe resultant solid residue is recrystallized from ethanol and water
5. 5
   OtroAfter drying

Procedimiento

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.

Fuente