Sodium borohydride → 3-benzyl-7-piperazin-1-yl-1H-indole

HRID 18174Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 18174
[C:1]([C:9]1[C:17]2[C:12](=[C:13]([N:18]3[CH2:23][CH2:22][N:21](C(=O)C(F)(F)F)[CH2:20][CH2:19]3)[CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].CCOC(C)=O.O>C(O)(C)C>[CH2:1]([C:9]1[C:17]2[C:12](=[C:13]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 4311764Sodium borohydrideHCID 22728543Water ethylacetateHCID 593449261-[4-(3-Benzoyl-1H-indol-7-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanone

Produkt 1

HCID 593448843-benzyl-7-piperazin-1-yl-1H-indoleAusbeute 126,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 1-[4-(3-benzoyl-1H-indol-7-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanone (638 mg, 1.59 mmol) in isopropanol (30 ml) was added NaBH4 (0.12 g, 3.17 mmol). After heating at reflux for 3 days, the reaction mixture was allowed to cool to room temperature and poured into a mixture of EtOAc/H2O. The organic layer was separated and washed with water and brine. After drying over MgSO4, the organic fraction was concentrated in vacuo to give crude 3-benzyl-7-piperazin-1-yl-1H-indole as an oil (586 mg) which was used without further purification.

Aufarbeitung

  1. temperatureAfter heating
  2. temperatureat reflux for 3 days
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialAfter drying over MgSO4
  6. concentrationthe organic fraction was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b543c4254c234e0e922351eb9356df5e
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741326B2

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