Ethanol → 2-(4-Bromo-2,6-dimethylphenoxy)ethanol

HRID 2220631

Reaktionsgleichung

Reaktionsgleichung von HRID 2220631
[BH4-].[Na+].C([O:5][C:6](=O)[CH2:7][O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([Br:16])=[CH:11][C:10]=1[CH3:17])C.O1CCCC1.C(O)C>O>[Br:16][C:12]1[CH:11]=[C:10]([CH3:17])[C:9]([O:8][CH2:7][CH2:6][OH:5])=[C:14]([CH3:15])[CH:13]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 875019Ethyl (4-bromo-2,6-dimethylphenoxy)acetateHCID 4311764Sodium borohydride

Produkt 1

HCID 537074432-(4-Bromo-2,6-dimethylphenoxy)ethanolAusbeute 96,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Sodium borohydride (0.206 g) was added to a mixture of ethyl(4-bromo-2,6-dimethylphenoxy)acetate (0.782 g), tetrahydrofuran (5 mL) and ethanol (5 mL), and the mixture was stirred at room temperature for 4 hrs. The reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/2) to afford the title compound (0.645 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/2)

Quellen und Nachweise

ORD-Eintrag
ord-39dba05a1b9b441197d4fa26af2ce661
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07417169B2

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