Sodium Hydroxide → 6-fluoro-2,3-dihydro-1H-indole

HRID 74568

Reaktionsgleichung

Reaktionsgleichung von HRID 74568
C([BH3-])#N.[Na+].[F:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[CH:11][NH:12]2)=[CH:8][CH:7]=1.[OH-].[Na+]>C(O)(=O)C>[F:5][C:6]1[CH:14]=[C:13]2[C:9]([CH2:10][CH2:11][NH:12]2)=[CH:8][CH:7]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 3512786-FluoroindoleHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 2604006-fluoro-2,3-dihydro-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere 0.29 g (4.6 mmol) sodium cyanoborohydride were added batchwise to 0.54 g (4.0 mmol) 6-fluoroindole in 5.0 mL glacial acetic acid and the mixture was stirred for 30 min. 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-5be21d4c530342cc93a44e37b2e1b052
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829006B2

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