2,2,2-Trifluoroacetophenone → 9-Phenyl-9-trifluoromethyl-2,7-dimethylxanthene

HRID 2372001Notes

Reaction equation

HRID 2372001 reaction equation
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[F:16][C:17]([C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=O)([F:19])[F:18]>>[C:22]1([C:20]2([C:17]([F:16])([F:18])[F:19])[C:5]3[CH:6]=[C:1]([CH3:15])[CH:2]=[CH:3][C:4]=3[O:7][C:8]3[C:13]2=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=3)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 99052,2,2-TrifluoroacetophenoneHCID 74098Benzene, 1,1'-oxybis[4-methyl-

Product 1

HCID 151808189-Phenyl-9-trifluoromethyl-2,7-dimethylxanthene

Procedure

The parent monomer (II, Rf =CF3) was prepared (Scheme VI) using the single-bridging process by reaction of p-tolyl ether (X) and trifluoromethylphenyl ketone in HF at 130° C. to provide 9-phenyl-9-trifluoromethyl-2,7-dimethylxanthene (XIX), followed by oxidation to the dicarboxylic acid (XX) and catalytic decarboxylation to (II). The diacid (XX) could also be converted to the diacyl chloride (XXI), then to the diacyl azide and, finally, to the diisocyanate (XXII) as previously described.

Sources & evidence

ORD record
ord-6fd95d377fd74329bc44e0ebc08925ac
Source dataset
uspto-grants-1992_03
Patent number
US05097000

Reaction notes

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