4-Bromophenol → p-Bromophenyl octyl ether

HRID 525975

Reaktionsgleichung

Reaktionsgleichung von HRID 525975
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Br[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 78084-BromophenolHCID 81401-BromooctaneHCID 11430Potassium Carbonate

Produkt 1

HCID 145298p-Bromophenyl octyl etherAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-bromophenol (10.46 g, 60.5 mmol), 1-bromooctane (15.43 g, 79.9 mmol) and potassiumcarbonate (90 g, 0.65 mol) in N,N-dimethylformamide and was heated to 90° C. for 4 h and then the potassiumcarbonate was filtered off. The reaction mixture was quenched with water and extracted three times with ether. The ether was then washed three times with 1M hydrochloric acid (HCl), one time with water, evaporated, and purified by distillation to obtain 1-bromo-4-(octyloxy)benzene (15.1 g, 52.9 mmol) as a colourless oil.

Aufarbeitung

  1. filtrationthe potassiumcarbonate was filtered off
  2. customThe reaction mixture was quenched with water
  3. extractionextracted three times with ether
  4. washThe ether was then washed three times with 1M hydrochloric acid (HCl), one time with water
  5. customevaporated
  6. distillationpurified by distillation

Quellen und Nachweise

ORD-Eintrag
ord-cba53612026d4ccf92bb37ba1bbffbd2
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09343198B2

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