3-Nitrodibenzofuran → 3-Dibenzofuranamine

HRID 1666785Notes

Reaction equation

HRID 1666785 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][C:8]=2[CH:16]=1)([O-])=O>[Ni].C(O)C>[CH:6]1[C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][C:8]=2[CH:16]=[C:4]([NH2:1])[CH:5]=1

Participants

4

Reactant 1

HCID 728973-Nitrodibenzofuran

Product 1

HCID 200613-Dibenzofuranamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Combine 3-nitrodibenzofuran (22.0 g, 0.1 mol) and Raney nickel (2.75 g), and ethanol (365 ml) and hydrogenate at room temperature and 40 psi (276 kPa). After 18 hours, filter and concentrate the filtrate to residue. Chromatograph the residue eluting with 9:1 hexane:EtOAc to give the title compound.

Workup

  1. customhydrogenate at room temperature
  2. filtrationfilter
  3. concentrationconcentrate the filtrate to residue
  4. washChromatograph the residue eluting with 9:1 hexane

Sources & evidence

ORD record
ord-953446ddc6b14c2faf070fdb1b841ee3
Source dataset
uspto-grants-2011_10
Patent number
US08044090B2

Reaction notes

Loading…