Piperidine → 11-(Piperidin-1-yl)undecan-1-ol

HRID 36760

Reaktionsgleichung

Reaktionsgleichung von HRID 36760
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.Br.N1CCCCC1>>[OH:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

4

Edukt 3

HCID 8082PiperidineHCID 7416311-Bromo-1-undecanolHCID 203244Piperidine, hydrobromide (1:1)

Produkt 1

HCID 312228311-(Piperidin-1-yl)undecan-1-olAusbeute 96,3 %

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureat reflux temperature for 18 hours
  2. customwas removed by filtration
  3. customThe excess piperidine is removed by simple distillation
  4. customthe resultant solid residue is recrystallized from ethanol and water
  5. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-5196aa637c7740218f9e817e1b948708
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05416210

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