HCID 20532526, compound → HCID 20532530, compound

HRID 1759215Notes

Reaction equation

HRID 1759215 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[CH:6][C:5]=1[O:18][CH3:19])([O-])=O.[H][H]>O1CCOCC1.[Ni]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[CH:6][C:5]=1[O:18][CH3:19]

Participants

5

Reactant 2

HCID 20532526HCID 20532526, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20532530HCID 20532530, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

220 g of 2-nitro-5-(4-chlorophenoxy)-anisole are dissolved in 2000 ml of dioxane and, after addition of 20 g of Raney nickel, the solution is hydrogenated at room temperature and under normal pressure. The theoretical amount of hydrogen is taken up after 12 hours, whereupon the catalyst is filtered off and the solvent evaporated, affording as residue 196.5 g of 2-amino-5-(4-chlorophenoxy)-anisole in the form of a dark brown oil, which is further processed direct.

Workup

  1. customis hydrogenated at room temperature and under normal pressure
  2. filtrationis filtered off
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-a9920fc8838d47938c90b106c3eaa6aa
Source dataset
uspto-grants-1982_07
Patent number
US04339462

Reaction notes

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