Xanthene → Xanthone

HRID 1636982Notes

Reaction equation

HRID 1636982 reaction equation
[CH:1]1[C:14]2[CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[OH:15]N1C(=O)C2=CC=CC=C2C1=O>C(#N)C1C=CC=CC=1>[O:15]=[C:13]1[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:6][C:5]2[C:14]1=[CH:1][CH:2]=[CH:3][CH:4]=2

Participants

4

Reactant 2

HCID 7107Xanthene2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 7020XanthoneYield 99%

Reagents, catalysts & solvents 1

HCID 7505BenzonitrileSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2 mmole of xanthene, 10 mole % of N-hydroxyphthalimide relative to xanthene, and 5 ml of benzonitrile was stirred for 20 hours at 100° C. under an oxygen atmosphere. The products in the reaction mixture were analyzed by gas chromatography, and, as a result, 9-oxoxanthene (yield not less than 99%) was formed.

Sources & evidence

ORD record
ord-03dc0090973a486b8d6b2d8fc9795127
Source dataset
uspto-grants-2000_03
Patent number
US06037477

Reaction notes

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