6-Bromoindole-3-carbaldehyde → 6-Bromo-3-methyl-1H-indole

HRID 1399862

Reaktionsgleichung

Reaktionsgleichung von HRID 1399862
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]=O)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:11])=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 27948306-Bromoindole-3-carbaldehydeHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 534029586-Bromo-3-methyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 6-bromo-1H-indole-3-carbaldehyde (300 mg, 1.34 mmol) in THF (10 mL) was added LiAlH4 (100 mg, 2.63 mmol) at 0° C. The mixture was heated to 70° C. and stirred for 4 h at this temperature. Upon cooling, the reaction solution was quenched with 40% of NaOH and filtered and the filtrate concentrated to give crude product which was used in next step without further purification. LCMS (m/z): 210.1 [M+H]+.

Aufarbeitung

  1. temperatureUpon cooling
  2. customthe reaction solution was quenched with 40% of NaOH
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated
  5. customto give crude product which
  6. customwas used in next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-8c9f69d94425416db2fd49ed99654998
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906900B2

Verknüpfte Notizen

Wird geladen…