2-Bromopropiophenone → 5Benzyloxy-3-methyl-2-phenyl-1H-indole

HRID 66822

Reaktionsgleichung

Reaktionsgleichung von HRID 66822
Br[CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[CH2:12]([O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(N(CC)CC)C>[CH2:12]([O:19][C:20]1[CH:21]=[C:22]2[C:23](=[CH:25][CH:26]=1)[NH:24][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[C:2]2[CH3:11])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

4

Edukt 2

HCID 164522-BromopropiophenoneHCID 228604-Benzyloxyaniline

Produkt 1

HCID 218823405Benzyloxy-3-methyl-2-phenyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

An amount of 3.6 g (0.015 mole) of 2-bromo-propiophenone and 6 g (0.03 mole) of 4-benzyloxy-aniline were refluxed for two hours in 15 ml of triethylamine. The mixture was evaporated to dryness, and the residue was heated for two hours to 180° C. After cooling, the residue was mixed with 10% hydrochloric acid and extracted with chloroform. The extracts were dried over sodium sulfate, filtered, and evaporated. The residue obtained was purified by column chromatography on silicagel with toluene as solvent.

Aufarbeitung

  1. customThe mixture was evaporated to dryness
  2. temperaturethe residue was heated for two hours to 180° C
  3. temperatureAfter cooling
  4. additionthe residue was mixed with 10% hydrochloric acid
  5. extractionextracted with chloroform
  6. dry with materialThe extracts were dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue obtained
  10. customwas purified by column chromatography on silicagel with toluene as solvent

Quellen und Nachweise

ORD-Eintrag
ord-99133378138d4a53a7c17c71f1a63b52
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343811

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