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

HRID 517991Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517991
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.O.[OH-].[Na+]>[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

8

Edukt 3

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

Produkt 1

HCID 576575832-(4-Bromo-2-(trifluoromethyl)phenoxy)-ethanolAusbeute 80,3 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

2-Bromoethanol (10.37 g) was added to a mixture of 4-bromo-2-(trifluoro-methyl)phenol (20 g) and potassium carbonate (22.94 g) in Acetonitrile (150 ml). The above reaction mixture was refluxed overnight, then diluted with ethyl acetate (500 ml), water (300 ml) the 0.5M sodium hydroxide (300 ml). Organic layer was separated and dried over magnesium sulphate, solvent removed under reduced pressure to give white solid (19 g), NMR consistent with product. 1H NMR (CDCl3) δ: 7.69 (d, 1H), 7.58 (dd, 1H), 6.91 (d, 1H), 4.15 (t, 2H), 3.97 (t, 2H).

Aufarbeitung

  1. customThe above reaction mixture
  2. temperaturewas refluxed overnight
  3. customOrganic layer was separated
  4. dry with materialdried over magnesium sulphate, solvent
  5. customremoved under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2a390911041d4fb0aaacc39f28bb69f3
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115126B2

Notizen zur Reaktion

Wird geladen…