HCID 58027205, compound → HCID 58026969, compound

HRID 909291Notes

Reaction equation

HRID 909291 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([C:6]3[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][C:7]=3[C:8](=[O:13])[O:9]2)=[CH:4][CH:3]=1>O1CCOCC1.[Pd]>[NH2:18][C:15]1[CH:16]=[CH:17][C:6]2[C:5]3[C:10](=[C:11]([F:12])[C:2]([F:1])=[CH:3][CH:4]=3)[O:9][C:8](=[O:13])[C:7]=2[CH:14]=1

Participants

4

Reactant 1

HCID 58027205HCID 58027205, compound

Product 1

HCID 58026969HCID 58026969, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

3,4-Difluoro-8-nitrobenzo[c]chromen-6-one (Reference Compound No. 1-2-(3), g, 13.5 mmol) was dissolved in 1,4-dioxane (300 mL), then 5% palladium on charcoal (375 mg) was added thereto, and then the reaction mixture was stirred under hydrogen atmosphere (3 kgf/cm2) at room temperature for 4 days. After the mixture was filtered, the filtrate was removed under reduced pressure. 1,4-Dioxane was added to the obtained residue, and then filtered to give the titled reference compound (2.44 g) as an orange solid. (Yield 73%)

Workup

  1. filtrationAfter the mixture was filtered
  2. customthe filtrate was removed under reduced pressure
  3. addition1,4-Dioxane was added to the obtained residue
  4. filtrationfiltered

Sources & evidence

ORD record
ord-4c0ebdfd86554061899f9b367717aa34
Source dataset
uspto-grants-2011_09
Patent number
US08017775B2

Reaction notes

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