Ammonium Chloride → 3-cyclobutylphenol

HRID 2363146Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2363146
[CH:1]1([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11]C)[CH:6]=2)[CH2:4][CH2:3][CH2:2]1.[Cl-].[NH4+]>C(Cl)Cl>[CH:1]1([C:5]2[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=2)[CH2:2][CH2:3][CH2:4]1

Komponenten

4

Edukt 2

HCID 25517Ammonium ChlorideHCID 58319227HCID 58319227, Verbindung

Produkt 1

HCID 179184093-cyclobutylphenolAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a suspension of 1-cyclobutyl-3-methoxy-benzene (155 mg, 0.95 mmol) in CH2Cl2 (2 mL) was added dropwise 1.0M-BBr2 (1.05 mL, 1.05 mmol) at 0° C. The mixture was stirred for 1 hour at 0° C., treated with saturated ammonium chloride, and then extracted with CH2Cl2. The organic layer was dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by column chromatography to give 3-cyclobutyl-phenol (100 mg, 71%).

Aufarbeitung

  1. additionwas added dropwise 1.0M-BBr2 (1.05 mL, 1.05 mmol) at 0° C
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e4862231c4844d1e8c605f08681077f5
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691855B2

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