Nitric Acid → HCID 67903281, compound

HRID 1607434Notes

Reaction equation

HRID 1607434 reaction equation
[F:1][CH:2]1[CH:14]=[C:13]([CH3:15])[C:12]2[C:11]3[C:6](=[CH:7][C:8]([F:16])=[CH:9][CH:10]=3)[CH2:5][C:4]=2[C:3]1=[O:17].[N+:18]([O-])([OH:20])=[O:19].S(=O)(=O)(O)O>C(O)(=O)C>[F:1][CH:2]1[CH:14]=[C:13]([CH3:15])[C:12]2[C:11]3[C:6](=[CH:7][C:8]([F:16])=[CH:9][C:10]=3[N+:18]([O-:20])=[O:19])[CH2:5][C:4]=2[C:3]1=[O:17]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 67903458HCID 67903458, compound

Product 1

HCID 67903281HCID 67903281, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Treatment of 2,7-difluoro-4-methyl-9H-fluorenone in acetic acid with a mixture of nitric acid and sulfuric acid gave 2,7-difluoro-4-methyl-5-nitro-9H-fluorenone as the major product. 5-Amino-2,7-difluoro-4-methyl-9H-fluorenone was obtained by reduction using tin(II)chloride in a mixture of ethanol and aqueous hydrochloric acid. Thermal decomposition in hot xylene of the diazonium tetrafluoroborate, formed with sodium nitrite in aqueous fluoboric acid, provided 2,4,7-tri-fluoro-5-methyl-9H-fluorenone. Treatment of the ketone with potassium cyanide and ammonium carbonate in ethanol at 120° C. for 18 hours provided the title compound.

Sources & evidence

ORD record
ord-24d4f9295cb341fb90e6ff1e413a9078
Source dataset
uspto-grants-1989_09
Patent number
US04864028

Reaction notes

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