Hydrochloric Acid → 8-(4-(Trifluoromethoxy)-phenoxy)-1-octanol

HRID 439751

Reaktionsgleichung

Reaktionsgleichung von HRID 439751
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22].C([O-])([O-])=O.[K+].[K+].Cl>CN(C)C=O>[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22])=[CH:8][CH:9]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 70015p-(Trifluoromethoxy)phenolHCID 1626071-Octanol, 8-bromo-

Produkt 1

HCID 224079298-(4-(Trifluoromethoxy)-phenoxy)-1-octanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 5.0 g of 4-(trifluoromethoxy)phenol, 5.87 g of 8-bromo-1-octanol, and 7.76 g of K2CO3 in 56 ml of anhydrous dimethylformamide is stirred and heated at 80° C. for 16 hours. The reaction mixture is poured into dilute HCl solution and the mixture is extracted three times with ethyl acetate. The combined extracts are washed with brine and dried over MgSO4. After filtration and concentration, the crude product is purified by flash chromatography on silica gel, eluting with a 4:1 hexane/ethyl acetate mixture to give the title compound 8-(4-(trifluoromethoxy)-phenoxy)-1-octanol.

Aufarbeitung

  1. extractionthe mixture is extracted three times with ethyl acetate
  2. washThe combined extracts are washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationAfter filtration and concentration
  5. customthe crude product is purified by flash chromatography on silica gel
  6. washeluting with a 4:1 hexane/ethyl acetate mixture

Quellen und Nachweise

ORD-Eintrag
ord-fba9e0b4c43c4132924eb337ae50aa28
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05516767

Verknüpfte Notizen

Wird geladen…