1-(2-Hydroxyethyl)piperazine → 2-[4-(2-hydroxyethyl)piperazin-1-yl]-1-phenyl-1H-indole-3-carboxaldehyde

HRID 751334

Reaktionsgleichung

Reaktionsgleichung von HRID 751334
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[OH:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>O1CCOCC1.O>[OH:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][N:25]([C:2]2[N:3]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:4]3[C:9]([C:10]=2[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH2:24][CH2:23]1

Komponenten

5

Edukt 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 3147932-chloro-1-phenyl-1H-indole-3-carbaldehyde

Produkt 1

HCID 111755082-[4-(2-hydroxyethyl)piperazin-1-yl]-1-phenyl-1H-indole-3-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-Chloro-1-phenyl-1H-indole-3-carboxaldehyde (2.55 g, 19.6 mmol), 4-(2-hydroxyethyl)-piperazine (1.00 g, 3.92 mmol) in dioxane (13 mL) is heated overnight at reflux. The cooled reaction is diluted with water and extracted with dichloromethane. The organic layer is dried, filtered and evaporated to a semi-solid that is triturated with ether to give the 2-[4-(2-hydroxyethyl)piperazin-1-yl]-1-phenyl-1H-indole-3-carboxaldehyde as a brownish solid. MS 350 (M+H).

Aufarbeitung

  1. temperatureat reflux
  2. customThe cooled reaction
  3. extractionextracted with dichloromethane
  4. customThe organic layer is dried
  5. filtrationfiltered
  6. customevaporated to a semi-solid
  7. customthat is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-bdbbc4a1fb4b43aeab0b598183467d36
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405300B2

Verknüpfte Notizen

Wird geladen…