HCID 18996954, compound → HCID 18996983, compound

HRID 374663Notes

Reaction equation

HRID 374663 reaction equation
C[O:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([F:20])[C:13]=3[O:18]C)[C:8](=[O:21])[C:7]=2[CH:6]=[C:5]([C:22]([O:24]C)=[O:23])[CH:4]=1>Br>[OH:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([F:20])[C:13]=3[OH:18])[C:8](=[O:21])[C:7]=2[CH:6]=[C:5]([C:22]([OH:24])=[O:23])[CH:4]=1

Participants

3

Reactant 1

HCID 18996954HCID 18996954, compound

Product 1

HCID 18996983HCID 18996983, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A suspension of methyl 4,5-dimethoxy-6-fluoro-9,10-dihydro-9,10-dioxoanthracene 2-carboxylate (306 mg) in 47% aqueous hydrobromic acid was stirred at reflux for 18 hours. The yellow suspension was cooled and concentrated to yield a yellow solid. This was triturated with water, filtered, washed well with water and dried to yield 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-6-fluoro-anthracene 2-carboxylic acid as a deep yellow solid, m.p. >275° C.

Workup

  1. temperatureat reflux for 18 hours
  2. temperatureThe yellow suspension was cooled
  3. concentrationconcentrated
  4. customto yield a yellow solid
  5. customThis was triturated with water
  6. filtrationfiltered
  7. washwashed well with water
  8. customdried

Sources & evidence

ORD record
ord-64f003e9c1ba41429dbc79905faf81d3
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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