1,6-Dibromohexane → 2-[3-[(6-Bromohexyl)oxy]propyl]quinoline

HRID 1886033Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1886033
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][OH:14].[OH-].[Na+].[Br:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]Br>O.CCOCC>[Br:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:14][CH2:13][CH2:12][CH2:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:1]=1

Komponenten

6

Edukt 3

HCID 123681,6-DibromohexaneHCID 14798Sodium HydroxideHCID 218061343-(Quinolin-2-yl)propan-1-ol

Produkt 1

HCID 198767552-[3-[(6-Bromohexyl)oxy]propyl]quinoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2-Quinolinepropanol (0.92 g), 50% aqueous sodium hydroxide (5 ml), 1,6-dibromohexane (5 ml) and TAB (57 mg) were vigorously stirred at 21° for 6 h. The mixture was diluted with water (25 ml) and ether (100 ml) and the organic phase dried and evaporated in vacuo. The residue was purified by FCC with hexane eluant to remove 1,6-dibromohexane. Elution with ether afforded the title compound as a yellow oil (0.88 g), t.l.c. ether Rf 0.51.

Aufarbeitung

  1. customthe organic phase dried
  2. customevaporated in vacuo
  3. customThe residue was purified by FCC with hexane eluant
  4. customto remove 1,6-dibromohexane
  5. washElution with ether

Quellen und Nachweise

ORD-Eintrag
ord-72fc97cfd6b24beeb8cfedffad248d1c
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05149698

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