Sodium Hydroxide → 2,3-dihydro-1H-indol-5-ol

HRID 1640256Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640256
C([BH3-])#N.[Na+].[OH:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[CH:9]2.[OH-].[Na+]>C(O)(=O)C>[NH:11]1[C:12]2[C:8](=[CH:7][C:6]([OH:5])=[CH:14][CH:13]=2)[CH2:9][CH2:10]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 160545-HydroxyindoleHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 100346842,3-dihydro-1H-indol-5-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere 0.34 g sodium cyanoborohydride were added batchwise to 0.60 g (4.5 mmol) 5-hydroxyindole in 5.0 mL glacial acetic acid and the mixture was stirred for 60 min at RT. Then the reaction mixture was poured onto a 4N aqueous sodium hydroxide solution and extracted with EtOAc. The combined organic phases were washed several times with saturated sodium hydrogen carbonate solution, dried on sodium sulphate and evaporated down.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe combined organic phases were washed several times with saturated sodium hydrogen carbonate solution
  3. customdried on sodium sulphate
  4. customevaporated down

Quellen und Nachweise

ORD-Eintrag
ord-7fb701233e8b4271a07233300e72cd16
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110575B2

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