Oxygen → Fluoreneone

HRID 619000Notes

Reaction equation

HRID 619000 reaction equation
O=O.[CH:3]1[C:15]2[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[OH:16]N1C(=O)C2=CC=CC=C2C1=O>C(#N)C1C=CC=CC=1>[C:3]1(=[O:16])[C:15]2[C:7]([C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:6][CH:5]=[CH:4]1

Participants

5

Reactant 3

HCID 977OxygenHCID 6853Fluorene2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 22281833FluoreneoneYield 28%

Reagents, catalysts & solvents 1

HCID 7505BenzonitrileSolvent

Conditions

Temperature
100 °C

Procedure

In an oxygen atmosphere, a mixture of 10 millimoles of fluorene, 1 millimole of N-hydroxyphthalimide, 0.05 millimole of acetylacetonatomanganese Mn(AA)3 and 25 milliliters of benzonitrile was stirred at a temperature of 100° C. for six hours. Products in the reaction mixture were analyzed with gas chromatography, and fluorene was transformed into fluorenone (yield 28%) with a transformation rate of 32 percent.

Sources & evidence

ORD record
ord-6bffc9dc383c4de1b12838a27e03ef3c
Source dataset
uspto-grants-1999_09
Patent number
US05958821

Reaction notes

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