Fluorene → Fluoreneone

HRID 1602065

Reaktionsgleichung

Reaktionsgleichung von HRID 1602065
[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.[OH:14]N1C(=O)C2=CC=CC=C2C1=O>C(O)(=O)C>[C:1]1([OH:14])[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:1]1(=[O:14])[C:13]2[C:5]([C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:4][CH:3]=[CH:2]1

Komponenten

5

Edukt 2

HCID 6853Fluorene2×HCID 10665N-Hydroxyphthalimide

Produkt 2

HCID 960879H-Fluoren-1-olAusbeute 5 %HCID 22281833FluoreneoneAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To 25 ml of acetic acid were added 10 mmol of fluorene, 1 mmol of N-hydroxyphthalimide and a binary co-catalyst [0.03 mmol of acetylacetonatovanadium V(AA)3 and 0.02 mmol of acetylacetonatocopper Cu(AA)2 ]and the resultant mixture was stirred under an oxygen atmosphere at a temperature of 90° C. for 8 hours. The products in the reaction mixture were analyzed by gas chromatography, and, as a result, fluorene was converted into fluorenol (yield 5%) and fluorenone (yield 30%) with a conversion of 36%. The selectivity of such oxides (the alcohol and the ketone) was 97%.

Quellen und Nachweise

ORD-Eintrag
ord-6c7c7762d3d945afb193926e1e6cf782
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05981420

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