(2,4-Dichlorophenoxy)Acetic Acid → 2-(2,4-Dichlorophenoxy)ethanol

HRID 852060

Reaktionsgleichung

Reaktionsgleichung von HRID 852060
[Cl:1][C:2]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6](O)=[O:7]>O1CCCC1>[Cl:1][C:2]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][CH2:6][OH:7]

Komponenten

3

Edukt 1

HCID 1486(2,4-Dichlorophenoxy)Acetic Acid

Produkt 1

HCID 84442-(2,4-Dichlorophenoxy)ethanolAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 2,4-dichlorophenoxy acetic acid (15.0 g) in tetrahydrofuran (300 mL) was added dropwise 1.0M borane-tetrahydrofuran complex/tetrahydrofuran solution (96 mL) under ice-cooling over 1.5 hours. The reaction solution was stirred at room temperature for 22 hours. After the reaction solution was concentrated, the residue was diluted with saturated aqueous ammonium chloride solution and ethyl acetate. The organic layer was washed with saturated ammonium chloride, saturated aqueous sodium hydrogencarbonate solution (×2) and saturated ammonium chloride, dried over anhydrous sodium sulfate and then concentrated, to give the title compound as a colorless oil (14 g).

Aufarbeitung

  1. temperaturecooling over 1.5 hours
  2. concentrationAfter the reaction solution was concentrated
  3. additionthe residue was diluted with saturated aqueous ammonium chloride solution and ethyl acetate
  4. washThe organic layer was washed with saturated ammonium chloride, saturated aqueous sodium hydrogencarbonate solution (×2) and saturated ammonium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-c770ce9aa5334bbaa74f3daed34a80bb
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253178B2

Verknüpfte Notizen

Wird geladen…