1-Indanone, 3-phenyl- → 1-Phenyl-1H-indene

HRID 1955289

Reaktionsgleichung

Reaktionsgleichung von HRID 1955289
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]1([CH:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=O)[CH2:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(OCC)C.C1COCC1>[C:7]1([CH:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Komponenten

5

Edukt 2

HCID 981461-Indanone, 3-phenyl-HCID 21226445Aluminium lithium hydride

Produkt 1

HCID 5196741-Phenyl-1H-indeneAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Keeping the temperature at -5° C., to a suspension of 5.0 g (0.131 moles) of LiAlH4 in 300 ml of ethyl ether, 35 g (0.168 moles) is added of 3-phenyl-1-indanone dissolved in 50 ml of THF. The oil obtained by evaporating ether (40 g), is dissolved in 300 ml of toluene containing 20 g of Sio2 and kept refluxing for 2 hours, with formed water being distilled off. The resulting mixture is filtered, the solvent is evaporated and by distillation 18 g is obtained (yield of 50%) of 1-phenylindene boiling at 95-100° C./0.2 mm Hg.

Aufarbeitung

  1. customat -5° C.
  2. customThe oil obtained
  3. customby evaporating ether (40 g)
  4. dissolutionis dissolved in 300 ml of toluene containing 20 g of Sio2
  5. temperaturekept refluxing for 2 hours, with formed water being
  6. distillationdistilled off
  7. filtrationThe resulting mixture is filtered
  8. customthe solvent is evaporated and by distillation 18 g

Quellen und Nachweise

ORD-Eintrag
ord-8a0a0677b4274248aa2ebcbb3444a03c
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06124413

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