Aluminium lithium hydride → 3-Indol-1-yl-3-phenyl-propan-1-ol

HRID 250192Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 250192
C[O:2][C:3](=O)[CH2:4][CH:5]([N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[N:12]1([CH:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:4][CH2:3][OH:2])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 580885583-Indol-1-yl-3-phenyl-propionic acid methyl ester

Produkt 1

HCID 235559373-Indol-1-yl-3-phenyl-propan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 3-indol-1-yl-3-phenyl-propionic acid methyl ester (0.2 g, 0.71 mmol) in THF (5 mL) at 0° C. was added 1M LiAlH4 in THF (0.71 mL), and the mixture was stirred for 0.5 hours at room temperature. The reaction mixture was quenched by the cautious addition of Na2SO4.10H2O and the reaction mixture was stirred for another 1 h at room temperature. The mixture was filtered and the solvent was removed under vacuum. 3-Indol-1-yl-3-phenyl-propan-1-ol was obtained as a clear oil (0.166 g, 92% yield).

Aufarbeitung

  1. customThe reaction mixture was quenched by the cautious addition of Na2SO4.10H2O
  2. stirringthe reaction mixture was stirred for another 1 h at room temperature
  3. filtrationThe mixture was filtered
  4. customthe solvent was removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-20521d03cec147bc9bf3d6ddd096cf03
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863305B2

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