Sulfuric Acid → 3-Benzylcyclopent-2-en-1-one

HRID 433093

Reaktionsgleichung

Reaktionsgleichung von HRID 433093
C(O[C:4]1[CH2:8][CH2:7][C:6](=[O:9])[CH:5]=1)C.[CH2:10]([Mg]Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.OS(O)(=O)=O>C1COCC1>[CH2:10]([C:4]1[CH2:8][CH2:7][C:6](=[O:9])[CH:5]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 897773-Ethoxycyclopent-2-en-1-oneHCID 178418336HCID 178418336, Verbindung

Produkt 1

HCID 118299173-Benzylcyclopent-2-en-1-oneAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-ethoxy-2-cyclopenten-1-one (5 g, 0.89 mol) in THF (70 mL) was added at room temperature to a solution of 2M benzyl magnesium chloride (800 mL) under N2 and stirred for 6 h. The resulting mixture was poured into a solution of 30% H2SO4 and stirred for 5 h. The resulting organic layer was separated, and the aqueous layer was extracted with several portions of ether. The combined organic layer was dried (MgSO4), and concentrated in vacuo to give the title compound (3.1 g, 35%) as a colorless oil.

Aufarbeitung

  1. stirringstirred for 5 h
  2. customThe resulting organic layer was separated
  3. extractionthe aqueous layer was extracted with several portions of ether
  4. dry with materialThe combined organic layer was dried (MgSO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c4616eef68014509b4438c12376df18b
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667309B2

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