5-Methoxy-2-nitrobenzotrifluoride → 4-Methoxy-2-(trifluoromethyl)aniline

HRID 1713684Notes

Reaction equation

HRID 1713684 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[C:5]([C:12]([F:15])([F:14])[F:13])[CH:4]=1>[Pd].CCO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[C:5]([C:12]([F:13])([F:14])[F:15])[CH:4]=1

Participants

4

Reactant 1

HCID 5485175-Methoxy-2-nitrobenzotrifluoride

Product 1

HCID 226017214-Methoxy-2-(trifluoromethyl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-methoxy-1-nitro-2-trifluoromethyl-benzene (4.9 g, 22.2 mmol) and 5% palladium on carbon (210 mg) in EtOH (28 mL) is stirred for 2.5 h at RT, under a hydrogen atmosphere. The resulting suspension is filtered through a pad of celite. The filtrate is concentrated in vacuo to afford the title compound: ES-MS: 192.0 [M]+; single peak at tR=3.55 min (System 2).

Workup

  1. filtrationThe resulting suspension is filtered through a pad of celite
  2. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-3ea8d11013b54fb28de604ddab43415c
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

Loading…