Ether hydrochloride → 1-Benzyl-2-isopropyl-6-methoxy-1H-indole

HRID 40031Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 40031
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH3:18])[CH:15]=2)[CH:10]=[C:9]1[C:19](O)([CH3:21])[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.CCOCC>CCOC(C)=O.CCO.[Pd]>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH3:18])[CH:15]=2)[CH:10]=[C:9]1[CH:19]([CH3:21])[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 2

HCID 10953452Ether hydrochlorideHCID 597622752-(1-benzyl-6-methoxy-1H-indol-2-yl)propan-2-ol2×

Produkt 1

HCID 597624051-Benzyl-2-isopropyl-6-methoxy-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-(1-benzyl-6-methoxy-1H-indol-2-yl)propan-2-ol (Compound 3, 1.05 g, 3.57 mmol) in EtOAc (35 ml) and EtOH (15 ml) was added 10% Pd—C (190 mg, 0.18 mmol) and HCl-Et2O (1.0 M, 1.25 ml, 1.25 mmol). The mixture was stirred under hydrogen gas (atmospheric pressure) for 1 h and was filtered. To the filtrate was added NaHCO3 (0.5 g) and H2O (0.5 ml), followed by Na2SO4 and MgSO4. This was then filtered and concentrated in vacuo to yield the crude title compound as a yellow solid.

Aufarbeitung

  1. filtrationwas filtered
  2. additionTo the filtrate was added NaHCO3 (0.5 g) and H2O (0.5 ml)
  3. filtrationThis was then filtered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8ecb303fb22d4ec4a259e5a2f652ee4c
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524917B2

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