5-Nitro-2,3-dihydro-1-benzofuran → 2,3-Dihydro-1-benzofuran-5-amine

HRID 629677Notes

Reaction equation

HRID 629677 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH2:10][CH2:9][C:8]=2[CH:12]=1)([O-])=O.[H][H]>[Ni].CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[O:11][CH2:10][CH2:9][C:8]=2[CH:12]=1

Participants

5

Reactant 2

HCID 218165855-Nitro-2,3-dihydro-1-benzofuranHCID 178418361HCID 178418361, compound

Product 1

HCID 38411022,3-Dihydro-1-benzofuran-5-amineYield 97.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The product (1 g, 6.1 mmol) obtained in Step 1, Raney Ni (0.1 g) and MeOH (10 mL) were used for hydrogenation at room temperature and hydrogen pressure of 50 PSI, until the reaction was finished. The catalyst was removed by filtration, the fitrate was concentrated under vacuum to obtain a product (800 mg, 97.2%).

Workup

  1. customwere used for hydrogenation at room temperature
  2. customThe catalyst was removed by filtration
  3. concentrationthe fitrate was concentrated under vacuum

Sources & evidence

ORD record
ord-055cbcadca7348308c60ac6daade59e0
Source dataset
uspto-grants-2016_04
Patent number
US09315513B2

Reaction notes

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