1-Bromodecane → 1-(Decyloxy)-4-iodobenzene

HRID 485987

Reaktionsgleichung

Reaktionsgleichung von HRID 485987
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:11](Br)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>CS(C)=O.O>[CH2:11]([O:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Komponenten

6

Edukt 3

HCID 81731-BromodecaneHCID 108944-IodophenolHCID 14798Sodium Hydroxide

Produkt 1

HCID 190970791-(Decyloxy)-4-iodobenzeneAusbeute 88,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To 34.0 g of p-iodo-phenol dissolved in 350 ml of DMSO, were added 7.4 g of sodium hydroxide dissolved in 50 ml of water and stirred to obtain a homogeneous solution. Then, 32.4 g of n-decyl bromide were added and stirred at room temperature for 3 days. The resulting solution was introduced into 1 l of iced water, and extracted three times with hexane. The hexane phase was washed with water, followed by distilling off the hexane to obtain 46.6 g of oily p-n-decyloxy-iodobenzene.

Aufarbeitung

  1. customto obtain a homogeneous solution
  2. stirringstirred at room temperature for 3 days
  3. extractionextracted three times with hexane
  4. washThe hexane phase was washed with water
  5. distillationby distilling off the hexane

Quellen und Nachweise

ORD-Eintrag
ord-873f113cdcd84fd6886087baa1ac05c0
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05290478

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