4-ethenyl-1-methoxy-2-nitrobenzene → 5-Ethyl-2-methoxyaniline

HRID 1773522Notes

Reaction equation

HRID 1773522 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH2:10])=[CH:5][C:4]=1[N+:11]([O-])=O>[Pd].C(OCC)(=O)C>[CH2:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([NH2:11])[CH:5]=1)[CH3:10]

Participants

4

Reactant 1

HCID 2444164-ethenyl-1-methoxy-2-nitrobenzene

Product 1

HCID 220655965-Ethyl-2-methoxyaniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-methoxy-2-nitro-4-vinyl-benzene (150 mg) and palladium on carbon (10%, 25 mg) in ethyl acetate (10 mL) was stirred under hydrogen atmosphere (balloon pressure) at room temperature overnight. The reaction mixture was filtered on a CELITE™ pad and the filtrate was evaporated to give 5-ethyl-2-methoxy-phenylamine without further purifications.

Workup

  1. filtrationThe reaction mixture was filtered on a CELITE™ pad
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-0c13ada629df41f995fb376f20e1468b
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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