Oxygen → Fluoreneone

HRID 619002Notes

Reaction equation

HRID 619002 reaction equation
[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.O=O>C(O)(=O)C>[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

Participants

5

Reactant 3

HCID 977OxygenHCID 6853Fluorene2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 22281833FluoreneoneYield 48%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 10 millimoles of fluorene, 1 millimole of N-hydroxyphthalimide, 0.05 millimole of acetylacetonatovanadium V(AA)3 and 25 milliliters of acetic acid was stirred, in an oxygen atmosphere, at a temperature of 90° C. for 6 hours. In analyzing a product in the reaction mixture by gas chromatography, fluorene was transformed into fluorenone (yield 48%) with a transformation rate of 54 percent.

Sources & evidence

ORD record
ord-f90cac379be046ffa0c42c8c19180556
Source dataset
uspto-grants-1999_09
Patent number
US05958821

Reaction notes

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