1,6-Dibromohexane → 5-[6-[(6-Bromohexyl)oxy]hexyl]pyrimidine

HRID 1886018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1886018
[N:1]1[CH:6]=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH:4]=[N:3][CH:2]=1.[OH-].[Na+].[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br>O.CCOCC>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:5]1[CH:6]=[N:1][CH:2]=[N:3][CH:4]=1

Komponenten

6

Edukt 3

HCID 123681,6-DibromohexaneHCID 14798Sodium HydroxideHCID 135575446-(Pyrimidin-5-yl)hexan-1-ol

Produkt 1

HCID 198767545-[6-[(6-Bromohexyl)oxy]hexyl]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 5-pyrimidinehexanol (1.82 g), 50% sodium hydroxide (6 ml), 1,6-dibromohexane (6 ml) and TAB (150 mg) was vigorously stirred at room temperature for 30 h then diluted with water (20 ml) and ether (25 ml). The organic phase was dried and evaporated in vacuo. The residue was purified by FCC eluting with hexane followed by hexane-ether (1:1) and ether, to give the title compound as a colourless liquid (2.21 g), t.l.c. (ether) Rf 0.35.

Aufarbeitung

  1. customThe organic phase was dried
  2. customevaporated in vacuo
  3. customThe residue was purified by FCC
  4. washeluting with hexane

Quellen und Nachweise

ORD-Eintrag
ord-82124c464d144225a7d456385c966572
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05149698

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