Acetonitrile → 1-Bromo-4-ethoxy-2-(trifluoromethyl)benzene

HRID 2246426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2246426
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].C(=O)([O-])[O-].[K+].[K+].[C:19](#N)[CH3:20]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:19][CH3:20])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Komponenten

4

Edukt 3

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 222773074-Bromo-3-(trifluoromethyl)phenol

Produkt 1

HCID 220349931-Bromo-4-ethoxy-2-(trifluoromethyl)benzene

Versuchsvorschrift

A stirred suspension of 4-bromo-3-trifluoromethyl-phenol (117.6 g, 0.49 mol) iodoethane (77.6 g, 0.49 mol) and potassium carbonate (101.2 g, 0.73 mol) in acetonitrile (600 ml) was heated to reflux for 2.5 hours. The mixture was concentrated under reduced pressure before partitioning between dichloromethane (1 litre) and water (1 litre). The organic phase was collected and dried over magnesium sulfate before concentration under reduced pressure to afford 4-bromo-1-ethoxy-3-trifluoromethyl-benzene (126.97 g). 1H NMR (CDCl3): δ 7.66 (s, 1H) 7.56 (d, 1H) 6.86 (s, 1H) 4.09 (q, 2H) 1.44 (t, 3H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 2.5 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. custombefore partitioning between dichloromethane (1 litre) and water (1 litre)
  5. customThe organic phase was collected
  6. dry with materialdried over magnesium sulfate before concentration under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f1abf76c8abe4cd2957470c9ff719c6b
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07687515B2

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