4-Nitro-2-(trifluoromethyl)anisole → 5-Amino-2-methoxybenzotrifluoride

HRID 2266175Notes

Reaction equation

HRID 2266175 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[C:12]([F:15])([F:14])[F:13]>[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[C:12]([F:13])([F:14])[F:15]

Participants

3

Reactant 1

HCID 695624-Nitro-2-(trifluoromethyl)anisole

Product 1

HCID 6007055-Amino-2-methoxybenzotrifluorideYield 100%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1-Methoxy-4-nitro-2-trifluoromethyl-benzene (10 g, 45 mmol) was hydrogenated in a Paar apparatus with shaking at 50 psi for 4 hours, with 1 g 10 wt % Pd/C. The reaction mixture was filtered through celite, and the filtrate was evaporated in vacuo to give 8.6 g 4-Methoxy-3-trifluoromethyl-phenylamine, 99% , as a solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-18685f1011d04ea6a372cbbd391fad1d
Source dataset
uspto-grants-2010_12
Patent number
US07858632B2

Reaction notes

Loading…