Ethylene carbonate → 4-(2-Hydroxyethoxyphenyl)fluorene

HRID 789

Reaktionsgleichung

Reaktionsgleichung von HRID 789
OC1[CH:7]=[CH:6][C:5]([C:8]2([C:21]3[CH:26]=CC(O)=CC=3)[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:14]3C2=[CH:10][CH:11]=[CH:12][CH:13]=3)=[CH:4]C=1.C1(=O)O[CH2:31][CH2:30][O:29]1.[C:34](=[O:37])([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>>[OH:29][CH2:30][CH2:31][O:37][C:34]1[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=1[C:15]1[C:20]2[C:8]3[C:5](=[CH:6][CH:7]=[CH:26][CH:21]=3)[CH2:4][C:19]=2[CH:18]=[CH:17][CH:16]=1

Komponenten

5

Edukt 4

HCID 7303Ethylene carbonateHCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 767169,9-Bis(4-hydroxyphenyl)fluorene

Produkt 1

HCID 232084214-(2-Hydroxyethoxyphenyl)fluoreneAusbeute 970,1 %

Versuchsvorschrift

A mixture of 84.4 g (0.241 mol) of 9,9-bis(4-hydroxyphenyl)fluorene, 46.7 g (0.53 mol) of ethylene carbonate, 3.3 g (0.024 mol) of potassium carbonate, and a catalytic amount of 18-crown-6 in 400 mL of xylenes was heated at reflux with mechanical stirring for 6 h. The mixture was allowed to cool slowly to room temperature, and the solvent was decanted from the precipitated product. The resulting white solid was washed with ligroin (to prevent the formation of a gummy mass), and dried under a stream of nitrogen. The product was recrystallized from methanol, providing 70.4 g (67%) of a white powder.

Aufarbeitung

  1. temperatureat reflux
  2. customthe solvent was decanted from the precipitated product
  3. washThe resulting white solid was washed with ligroin (
  4. customdried under a stream of nitrogen
  5. customThe product was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-bfcf42b524d14d69860f018538be3094
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723264

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