Tetrabutylammonium Fluoride → 3-Cyclopropylphenol

HRID 2363108Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2363108
C([Si]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]2[CH2:17][CH2:16]2)[CH:10]=1)(C)C)(C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1.CCOC(C)=O.O>[CH:15]1([C:11]2[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=2)[CH2:17][CH2:16]1

Komponenten

6

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 58319284HCID 58319284, Verbindung

Produkt 1

HCID 201000043-CyclopropylphenolAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl-(3-cyclopropyl-phenoxy)-dimethyl-silane (390 mg, 1.57 mmol) in THF (5 mL) was added a solution of 1M-TBAF (in THF, 2 mL, 1.3 mmol), and the mixture was stirred for 30 min at room temperature. The residue was diluted with EtOAc and water. The organic layer was washed with saturated ammonium chloride, water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography to give 3-cyclopropyl-phenol (200 mg, 95%).

Aufarbeitung

  1. washThe organic layer was washed with saturated ammonium chloride, water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-826d3935ac5445a1b471234981e6afa6
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691855B2

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