HCID 22624011, compound → HCID 22623947, compound

HRID 278981Notes

Reaction equation

HRID 278981 reaction equation
[N+:1]([C:4]1[CH:14]=[C:13]([Cl:15])[C:12]2[C:16]3[C:5]=1[CH2:6][CH2:7][C:8]=3[CH:9]=[CH:10][C:11]=2[Cl:17])([O-])=O.[H][H]>O1CCCC1.[Ni]>[NH2:1][C:4]1[CH:14]=[C:13]([Cl:15])[C:12]2[C:16]3[C:5]=1[CH2:6][CH2:7][C:8]=3[CH:9]=[CH:10][C:11]=2[Cl:17]

Participants

5

Reactant 2

HCID 22624011HCID 22624011, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22623947HCID 22623947, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5,6-dichloro-3-nitroacenaphthene (3.7 g, 13.8 mmol, from Example C4) in 250 mL of tetrahydrofuran was treated with 1.0 g of Raney-nickel and shaken in a hydrogen atmosphere at 21° C. and a pressure of 52.8 psi for 14 hours. The catalyst was removed by filtration, and the solvent was removed in vacuo to give 3.3 g of the title compound.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-57881a9acc25400a8006c076bd14004a
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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