1-(4-Butylphenyl)-3-chloropropan-1-one → 5-n-Butylindan-1-one

HRID 19715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 19715
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:15])[CH2:12][CH2:13]Cl)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>S(=O)(=O)(O)O>[CH2:1]([C:5]1[CH:10]=[C:9]2[C:8](=[CH:7][CH:6]=1)[C:11](=[O:15])[CH2:12][CH2:13]2)[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 1

HCID 216365181-(4-Butylphenyl)-3-chloropropan-1-one

Produkt 1

HCID 149399645-n-Butylindan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A solution of 1-(4-n-butylphenyl)-3-chloropropan-1-one (17.88 g, 79.8 mmol) in concentrated sulphuric acid (69 ml) is heated at 90° C. for 4 hours. After cooling to ambient temperature, the reaction mixture is poured on to ice and extracted with toluene. The combined organic phases are washed with saturated NaHCO3, brine, dried (MgSO4) and evaporated to afford the title compound. NMR δH 0.85 (t J 7.3 3H), 1.28 (sextet J 7.3 2H), 1.56 (quintet J 7.3 2H), 2.6 (m 4H), 3.02 (t J 5 2H), 7.10 (d J 8.3 1H), 7.20 (s 11H), 7.60 (d J 8.3 2H)

Aufarbeitung

  1. additionthe reaction mixture is poured on to ice
  2. extractionextracted with toluene
  3. washThe combined organic phases are washed with saturated NaHCO3, brine
  4. dry with materialdried (MgSO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-18da456839034051bc86ac3c860c08c1
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745462B2

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