2-Bromoethanol → 2-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanol

HRID 2079533Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2079533
Br[CH2:2][CH2:3][OH:4].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([C:13]([F:16])([F:15])[F:14])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.C(OCC)(=O)C>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:2][CH2:3][OH:4])=[C:8]([C:13]([F:14])([F:15])[F:16])[CH:7]=1

Komponenten

6

Edukt 3

HCID 108982-Bromoethanol2×HCID 11430Potassium CarbonateHCID 142784o-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-

Produkt 1

HCID 576575832-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Bromoethanol (23.3 g) was added to a mixture of 4-bromo-2-(trifluoromethyl)-phenol (30 g) and potassium carbonate (34.4 g) in acetonitrile (200 ml). The above mixture was refluxed for 8 hours then another portion of 2-bromoethanol (8 g) was added and the reflux continued for another 6 hours. After diluting with ethyl acetate (500 ml), the mixture was washed with water (300 ml) then 0.1 M sodium hydroxide (200 ml). Organic layer was dried over magnesium sulphate, solvent removed under reduced pressure, the residue was taken into heptane by heat, 2-(4-bromo-2-(trifluoromethyl)-phenoxy)-ethanol crystalised and collected by filtration (17 g).

Aufarbeitung

  1. temperatureThe above mixture was refluxed for 8 hours
  2. washthe mixture was washed with water (300 ml)
  3. dry with materialOrganic layer was dried over magnesium sulphate, solvent
  4. customremoved under reduced pressure
  5. temperatureby heat
  6. custom2-(4-bromo-2-(trifluoromethyl)-phenoxy)-ethanol crystalised
  7. filtrationcollected by filtration (17 g)

Quellen und Nachweise

ORD-Eintrag
ord-75c1a8ec3ef34072aefb62563ffc1e9e
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932251B2

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