Hydrochloric Acid → 1-[4-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]-1H-benzimidazole

HRID 2789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2789
O[C:2]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[N:14]=[CH:13]2)[CH2:4][CH2:3]1.Cl>C(O)C>[C:21]1([C:2]2[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]3[C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=4[N:14]=[CH:13]3)[CH2:4][CH:3]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 154861071-[4-(4-hydroxy-4-phenyl-1-piperidyl)butyl]-1H-benzimidazole

Produkt 1

HCID 154861111-[4-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]-1H-benzimidazoleAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 13.4 g (38.2 mmol) of 1-[4-(4-hydroxy-4-phenyl-1-piperidyl)butyl]-1H-benzimidazole, 150 ml of concentrated HCl and 75 ml of ethanol is heated at reflux for 6 hours. The ethanol is then evaporated and the aqueous solution is cooled, basified with dilute NaOH and extracted with chloroform. The organic phase is dried with anhydrous sodium sulfate and evaporated at reduced pressure, a crude product being obtained which is purified by chromatography on silica gel. 9.1 g (27.5 mmol) of 1-[4-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]-1H-benzimidazole are obtained.

Aufarbeitung

  1. temperatureat reflux for 6 hours
  2. customThe ethanol is then evaporated
  3. temperaturethe aqueous solution is cooled
  4. extractionextracted with chloroform
  5. dry with materialThe organic phase is dried with anhydrous sodium sulfate
  6. customevaporated at reduced pressure
  7. customa crude product being obtained which
  8. customis purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-6084487d99d546f3b8c77a5c36cc747e
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731331

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