HCID 59775159, compound → HCID 59775156, compound

HRID 1024582Notes

Reaction equation

HRID 1024582 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][O:7][C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[C:10]([N+:15]([O-])=O)[CH:9]=2)=[CH:4][CH:3]=1.FC1C=CC(COC2C=CC([N+]([O-])=O)=C([N+]([O-])=O)C=2)=CC=1>CO.[Ni]>[F:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][O:7][C:8]2[CH:9]=[C:10]([NH2:15])[C:11]([NH2:12])=[CH:13][CH:14]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 59775159HCID 59775159, compoundHCID 69306114HCID 69306114, compound

Product 1

HCID 59775156HCID 59775156, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

10 g of 4-(4-fluoro-benzyloxy)-2-nitro-aniline or 4-(4-Fluoro-benzyloxy)-1,2-dinitrobenzene was dissolved in 800 ml of methanol and 2 g of Raney Nickel was added. The resulting mixture was hydrogenated at room temperature under regular pressure for 5 hours. The reaction mixture was filtered with celite and washed with methanol. The filtrate was evaporated in vacuo to dryness to give the brown product, which gradually become black, in a quantitative yield.

Workup

  1. filtrationThe reaction mixture was filtered with celite
  2. washwashed with methanol
  3. customThe filtrate was evaporated in vacuo to dryness
  4. customto give the brown product, which gradually become black

Sources & evidence

ORD record
ord-e52b4ab0e0fe44798c12de9c15a6cb7d
Source dataset
uspto-grants-2014_05
Patent number
US08722929B2

Reaction notes

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