Ethanol → 3-(4-Phenylphenoxy)-1-propanol

HRID 343636Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 343636
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(O)C.Br[CH2:18][CH2:19][CH2:20][OH:21].[OH-].[Na+]>O>[OH:21][CH2:20][CH2:19][CH2:18][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 71034-HydroxybiphenylHCID 123083-Bromo-1-propanolHCID 14798Sodium Hydroxide2×

Produkt 1

HCID 283517393-(4-Phenylphenoxy)-1-propanolAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Into a 200 ml flask, 7.82 g (41.1 mmol) of 4-hydroxybiphenyl, 83 ml of ethanol, 6 g (43.2 mmol) of 3-bromo-1-propanol and a NaOH aqueous solution (1.73 g (43.2 mmol) of NaOH/6 ml of water) were sequentially added, and the mixture was heated and refluxed for 6.5 hours. To the reaction solution, 50 ml of water was added, whereupon precipitated crystals were collected by filtration and recrystallized from ethanol to obtain 4.0 g (yield: 43%) of 4-(3-hydroxypropoxy)biphenyl (1) as a colorless powder.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 6.5 hours
  3. customwhereupon precipitated crystals
  4. filtrationwere collected by filtration
  5. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-9e0ab87c47fd417cb1c3eb6c78e3154c
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05861534

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