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1-Bromo-3-chloropropane → 5-Chloro-1-(3-chloropropyl)-3,4-dihydrocarbostyril

HRID 2256982
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2256982
[H-].[Na+].[Cl:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:14])[NH:9]2.Br[CH2:16][CH2:17][CH2:18][Cl:19]>CN(C=O)C>[Cl:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:14])[N:9]2[CH2:16][CH2:17][CH2:18][Cl:19]
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Komponenten

5

Edukt 3

HCID 80061-Bromo-3-chloropropaneHCID 24758Sodium hydrideHCID 190277365-chloro-3,4-dihydroquinolin-2(1H)-one

Produkt 1

HCID 153840875-Chloro-1-(3-chloropropyl)-3,4-dihydrocarbostyril

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In the same manner as in Reference Example 1, 60% sodium hydride in oil was added portionwise to a solution of 5-chloro-3,4-dihydrocarbostyril in DMF, the resultant mixture was stirred for 30 minutes, 1-bromo-3-chloropropane was then added, and the resultant mixture was further stirred at 80°-90° C. for 8 hours. The DMF was distilled off under reduced pressure, and the residue was extracted with chloroform. The extract was washed with water and dried (anhydrous magnesium sulfate), the chloroform was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 5-chloro-1-(3-chloropropyl)-3,4-dihydrocarbostyril as a pale yellow oil.

Aufarbeitung

  1. distillationThe DMF was distilled off under reduced pressure
  2. extractionthe residue was extracted with chloroform
  3. washThe extract was washed with water
  4. dry with materialdried (anhydrous magnesium sulfate)
  5. distillationthe chloroform was distilled off under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-535407ebb61b41e0923bfe11451cdb65
Quelldatensatz
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05656633

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