StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Fluorene → 5-(Cyclopentadienyl)-5-(fluoren-9-yl)-hex-1-ene

HRID 52678
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 52678
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C([Li])CCC.[CH:19]([C:23]([CH3:29])=[C:24]1[CH:28]=[CH:27][CH:26]=[CH:25]1)=[CH:20][CH2:21][CH3:22].C1([Li])C2CC3C(=CC=CC=3)C=2C=CC=1>C1COCC1.CCCCCC.O>[C:24]1([C:23]([CH:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[C:5]3[C:13]2=[CH:1][CH:2]=[CH:3][CH:4]=3)([CH3:29])[CH2:19][CH2:20][CH:21]=[CH2:22])[CH2:28][CH:27]=[CH:26][CH:25]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 6853FluoreneHCID 540533226-Butenyl-6-methylfulveneHCID 178418339ButyllithiumHCID 178506660HCID 178506660, Verbindung

Produkt 1

HCID 186223285-(Cyclopentadienyl)-5-(fluoren-9-yl)-hex-1-ene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962
Water
Lösungsmittel
HCID 8028TetrahydrofuranLösungsmittel2×
HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A solution was prepared by dissolving 10 g of fluorene in 100 mL of THF and then this was slowly reacted with 37.6 mL of a 1.6 molar solution of n-butyllithium in hexane. This dark red solution was stirred overnight at room temperature. Then a solution was prepared by combining 8.8 g of 6-(butenyl)-6-methylfulvene with 50 mL of THF. This solution was then added dropwise over a period of one half hour to the solution of the fluorenyl lithium salt. That reaction mixture was stirred overnight at room temperature and then 100 mL of water was added. The organic phase was dried overnight over sodium sulfate and the solvent was evaporated in a vacuum. The yellow residue was dissolved in pentane and filtered using silica gel. The solvent was concentrated by means of evaporation. Crystallization took place at about -18° C. to give 5-cyclopentdienyl-5-(9-fluorenyl)-1-hexene in a form of a white solid.

Aufarbeitung

  1. customA solution was prepared
  2. customThen a solution was prepared
  3. stirringThat reaction mixture was stirred overnight at room temperature
  4. dry with materialThe organic phase was dried overnight over sodium sulfate
  5. customthe solvent was evaporated in a vacuum
  6. dissolutionThe yellow residue was dissolved in pentane
  7. filtrationfiltered
  8. concentrationThe solvent was concentrated by means of evaporation
  9. customCrystallization
  10. customat about -18° C.

Quellen und Nachweise

ORD-Eintrag
ord-148dfe71f70c48ce8b460ab8bbcc455a
Quelldatensatz
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05616752

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion