HCID 22624011, compound → HCID 22623947, compound

HRID 566992Notes

Reaction equation

HRID 566992 reaction equation
[Cl:1][C:2]1[C:12]2[C:13]3[C:5]([CH2:6][CH2:7][C:8]=3[CH:9]=[CH:10][C:11]=2[Cl:14])=[C:4]([N+:15]([O-])=O)[CH:3]=1.[H][H]>O1CCCC1.[Ni]>[NH2:15][C:4]1[CH:3]=[C:2]([Cl:1])[C:12]2[C:13]3[C:5]=1[CH2:6][CH2:7][C:8]=3[CH:9]=[CH:10][C:11]=2[Cl:14]

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-e11274459a304f0eb0e96d5e0944e703
Source dataset
uspto-grants-2001_01
Patent number
US06177423B1

Reaction notes

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