Potassium Hydroxide → 5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole

HRID 277995Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 277995
[OH-].[K+].[CH3:3][N:4]1[CH2:9][CH2:8][C:7](=O)[CH2:6][CH2:5]1.[Br:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[CH:15]2>CO.O>[Br:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[C:7]1[CH2:6][CH2:5][N:4]([CH3:3])[CH2:9][CH:8]=1

Komponenten

6

Edukt 3

HCID 14797Potassium HydroxideHCID 249055-BromoindoleHCID 740491-Methyl-4-piperidone

Produkt 1

HCID 149732085-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indoleAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 56.11 gm (306 mmol) potassium hydroxide in 300 mL methanol was added 38 mL (306 mMol) 1-methyl-4-piperidone followed by 30.0 gm (153 mMol) 5-bromo-1H-indole. The reaction mixture was stirred at the reflux temperature of the mixture for 18 hours. The reaction mixture was then cooled to ambient and diluted with 1.5 L water. The resultant white solid was filtered, washed sequentially with water and diethyl ether, and then dried under vacuum to give 44.6 gm of the title compound. (100%).

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled to ambient and
  2. filtrationThe resultant white solid was filtered
  3. washwashed sequentially with water and diethyl ether
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c2ed3595056845d6a272b33554841417
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06358972B1

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