2-Ethylphenol → 1-(4-Bromobutoxy)-2-ethylbenzene

HRID 1176295

Reaktionsgleichung

Reaktionsgleichung von HRID 1176295
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9])[CH3:2].[OH-].[Na+].[Br:12][CH2:13][CH2:14][CH2:15][CH2:16]Br>>[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:1][CH3:2]

Komponenten

4

Versuchsvorschrift

The solution of 19.04 ml of 2-ethylphenol in 24 ml of 1,4-dibromobutane is heated to 100° C. with stirring and admixed slowly with 99.2 ml of 1.6M NaOH. The emulsion is stirred at 100° C. over 20 h. The reaction mixture is cooled and extracted with tert-butyl methyl ether (2×150 ml). The organic phases are washed successively with 2M NaOH (1×150 ml), water (1×150 ml) and brine (1×150 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a slightly yellowish oil from the residue by means of distillation. b.p. 132° C. (1.1 mbar); Rt=5.75.

Aufarbeitung

  1. stirringThe emulsion is stirred at 100° C. over 20 h
  2. temperatureThe reaction mixture is cooled
  3. extractionextracted with tert-butyl methyl ether (2×150 ml)
  4. washThe organic phases are washed successively with 2M NaOH (1×150 ml), water (1×150 ml) and brine (1×150 ml)
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-80a614fcc0b642a8b97dd7ed8ab2e122
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842688B2

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