Potassium Carbonate → 6-(3-Piperidinomethylphenoxy)hexanenitrile

HRID 35593

Reaktionsgleichung

Reaktionsgleichung von HRID 35593
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]#[N:22].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N:6]1([CH2:5][C:4]2[CH:3]=[C:2]([CH:14]=[CH:13][CH:12]=2)[O:1][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]#[N:22])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 810936-BromohexanenitrileHCID 8269741-(3-Hydroxybenzyl)piperidine

Produkt 1

HCID 212945996-(3-Piperidinomethylphenoxy)hexanenitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

N-(3-Hydroxybenzyl)piperidine (9.55 g) was heated with 6-bromohexanenitrile (10.2 g) and potassium carbonate (13.8 g) under reflux in acetone (150 ml) for 66 hours. The reaction mixture was cooled and filtered. The solvent was removed by evaporation and the residue was heated with stirring at 100° C. for one hour to remove unreacted 6-bromohexanenitrile and to yield 6-(3-piperidinomethylphenoxy)hexanenitrile as an oil.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. customThe solvent was removed by evaporation
  4. temperaturethe residue was heated
  5. customto remove unreacted 6-bromohexanenitrile

Quellen und Nachweise

ORD-Eintrag
ord-7da3d269d1874f798df02cc7c96fa40f
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04767769

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