Sodium Hydroxide → (3-((6-Bromohexyl)oxy)propyl)benzene

HRID 5211

Reaktionsgleichung

Reaktionsgleichung von HRID 5211
[C:1]1([CH2:7][CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(O)(O)(=O)=O.[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br.[OH-].[Na+]>O>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 31234BenzenepropanolHCID 867471921,6-Dibromohexane hydrogen sulphate

Produkt 1

HCID 13375626(3-((6-Bromohexyl)oxy)propyl)benzeneAusbeute 1.223 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

3-Phenylpropanol (3.00 g) and 1,6-dibromohexane hydrogen sulphate (0.5 g) and 12.5 M aqueous NaOH (16 ml) for 30 h. The mixture was diluted with H2O (80 ml), extracted with ER (3×100 ml), and the combined organic extracts were washed consecutively with H2O (80 ml) and BR (80 ml). The dried extracts were evaporated and the residual oil purified by [FCS], eluting with CX (one columnful), followed by EA-CX (1:20) to give the title compound (5.35 g) as a colourless oil.

Aufarbeitung

  1. extractionextracted with ER (3×100 ml)
  2. washthe combined organic extracts were washed consecutively with H2O (80 ml) and BR (80 ml)
  3. customThe dried extracts were evaporated
  4. customthe residual oil purified by [FCS]
  5. washeluting with CX (one columnful)

Quellen und Nachweise

ORD-Eintrag
ord-b0c4d599e3284cc39dfd6ae880a00517
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05243076

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