Resorcinol → 4-Cyclohexylresorcinol

HRID 1432512Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1432512
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[CH:9]1(O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>C(OCC)(=O)C.[Cl-].[Zn+2].[Cl-]>[CH:9]1([C:6]2[CH:7]=[CH:8][C:1]([OH:2])=[CH:3][C:4]=2[OH:5])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Komponenten

5

Edukt 2

HCID 5054ResorcinolHCID 7966Cyclohexanol

Produkt 1

HCID 750554-CyclohexylresorcinolAusbeute 156 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Resorcinol (2.2 g, 0.02 moles) was mixed with cyclohexanol (1 g, 0.01 moles) and zinc (II) chloride (0.48 g, 0.0035 moles) and the reaction mixture heated to 150° with stirring. After heating 2 hours, the reaction mixture was allowed to cool and then dissolved in ethyl acetate. Washed with water and dried over anhydrous magnesium sulphate. The solvent was evaporated to give a brown oil (3.0 g). Excess resorcinol was evaporated by heating in a Kugelrohr oven under reduced pressure (200°, 2 mmHg). Purified using a silica column eluted with ethyl acetate:isohexane 2:8 to give the product as a yellow oil (0.5 g). Trituration with isohexane gave the product as a white solid (0.2 g).

Aufarbeitung

  1. temperaturethe reaction mixture heated to 150°
  2. temperatureAfter heating 2 hours
  3. temperatureto cool
  4. washWashed with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-42b3919d8d7546d7a5d86c5f878ba2bb
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612101B2

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