Pyridine → 4-(3-Phenylpropyl)piperidine-1-carbonyl chloride

HRID 461474

Reaktionsgleichung

Reaktionsgleichung von HRID 461474
[C:1]([Cl:4])(Cl)=[O:2].[C:5]1([CH2:11][CH2:12][CH2:13][CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.N1C=CC=CC=1>C1(C)C=CC=CC=1>[C:5]1([CH2:11][CH2:12][CH2:13][CH:14]2[CH2:15][CH2:16][N:17]([C:1]([Cl:4])=[O:2])[CH2:18][CH2:19]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6371PhosgeneHCID 876784-(3-Phenylpropyl)piperidine

Produkt 1

HCID 227508054-(3-Phenylpropyl)piperidine-1-carbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

Phosgene is passed into 150 ml. of dry toluene at 0° C. until 17 g. of gas has been absorbed. The cooling bath is removed, and to the phosgene solution is added, dropwise, with stirring, during 1 hour, a solution prepared from 27.6 g. of 4-(3-phenylpropyl)piperidine, and 12.3 ml. of pyridine and 100 ml. of toluene. After the end of the addition, the reaction mixture is stored at ambient temperature for 16 hours. At this point, the reaction mixture is filtered, and the filtrate is evaporated in vacuo, leaving 39 g. of the title compound in crude state. The product is contaminated with toluene, but it is sufficiently pure for coupling with alkenesulfonamides.

Aufarbeitung

  1. customat 0° C.
  2. customof gas has been absorbed
  3. customThe cooling bath is removed
  4. additionto the phosgene solution is added
  5. customa solution prepared from 27.6 g
  6. additionAfter the end of the addition
  7. waitthe reaction mixture is stored at ambient temperature for 16 hours
  8. filtrationAt this point, the reaction mixture is filtered
  9. customthe filtrate is evaporated in vacuo
  10. customleaving 39 g

Quellen und Nachweise

ORD-Eintrag
ord-b2d777b6198e498db9eb45ea767c9e9f
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04062960

Verknüpfte Notizen

Wird geladen…