Hydrogen Bromide → 2-Fluorophenethyl bromide

HRID 362836

Reaktionsgleichung

Reaktionsgleichung von HRID 362836
[BrH:1].S(=O)(=O)(O)O.[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15]O>>[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][Br:1]

Komponenten

4

Edukt 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 27332962-(2-Fluorophenyl)ethan-1-ol

Produkt 1

HCID 27569642-Fluorophenethyl bromideAusbeute 99 %

Versuchsvorschrift

To a mixture of aqueous hydrobromic acid (48%, 360 mL) and concentrated sulfuric acid (103.6 mL) at room temperature was added dropwise 2-(2-fluorophenyl)ethanol (250 g, 1.78 mol, Aldrich). The reaction mixture was refluxed for 7 h, poured onto 600 ml of ice and the mixture was extracted with diethyl ether. The diethyl ether extracts were washed successively with saturated sodium carbonate and brine. The organic phase was dried (MgSO4) and concentrated in vacuo to give 359.9 g (99%) of 2-(2-fluorophenyl)-ethylbromide as a brown oil. This product was used without further purification. NMR (CDCl3 : d 7.6-6.9 (m. 4H, ArH), 3.6 (t, 2H CH2), 3.2 (t, 2H, CH2).

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 7 h
  2. extractionthe mixture was extracted with diethyl ether
  3. washThe diethyl ether extracts were washed successively with saturated sodium carbonate and brine
  4. dry with materialThe organic phase was dried (MgSO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-94c84f6978a34477bbb058ea20e1f0a0
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872118

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