rac-(1R,2R)-2-phenylcyclopentan-1-amine hydrochloride → cis-2-Cyclohexylcyclopentylamine hydrochloride

HRID 461036

Reaktionsgleichung

Reaktionsgleichung von HRID 461036
[ClH:1].[C:2]1([C@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[NH2:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>O>[ClH:1].[CH:2]1([C@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[NH2:13])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Komponenten

4

Edukt 2

HCID 70051154rac-(1R,2R)-2-phenylcyclopentan-1-amine hydrochlorideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 70050481cis-2-Cyclohexylcyclopentylamine hydrochlorideAusbeute 33,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Using rhodium-on-charcoal catalyst in a Paar shaker, 12.6 g of cis-2-phenylcyclopentylamine hydrochloride, M.P. 204°-206° C in 100 ml of water is hydrogenated. In 20 hours when the theoretical amount of hydrogen has been taken up the catalyst is removed by filtration, the filtrate made basic with sodium hydroxide solution, and the resulting precipitate is extracted into ether. After evaporation of the ether the residue is distilled, M.P. 100°-102° C (6.0 mm). The hydrochloride salt is prepared and recrystallized from isopropanol-ether to give 4.4 g of cis-2-(cyclohexyl)cyclopentylamine hydrochloride, M.P 174°-176° C.

Aufarbeitung

  1. customthe catalyst is removed by filtration
  2. extractionthe resulting precipitate is extracted into ether
  3. customAfter evaporation of the ether the residue
  4. distillationis distilled
  5. customrecrystallized from isopropanol-ether

Quellen und Nachweise

ORD-Eintrag
ord-b1ccc48a7cd842fdbd02fff0a3afa683
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04061746

Verknüpfte Notizen

Wird geladen…