1-Methyl-2-nitro-3-(trifluoromethyl)benzene → 2-Amino-3-methylbenzotrifluoride

HRID 491146Notes

Reaction equation

HRID 491146 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[N+:12]([O-])=O.[H][H]>CO.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:9])([F:10])[F:11])[C:3]=1[NH2:12]

Participants

5

Reactant 2

HCID 134554311-Methyl-2-nitro-3-(trifluoromethyl)benzeneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 133182332-Amino-3-methylbenzotrifluoride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 50 g (0.24 mol) 1-methyl-2-nitro-3-trifluoromethyl-benzene and 4.4 g 10% Pd/C in 300 mL MeOH was hydrogenated at RT and 3000 hPa hydrogen pressure until the theoretical amount of hydrogen had been taken up. The catalyst was filtered off, washed with MeOH and the filtrate was evaporated down. The crude product was further reacted without purification.

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe catalyst was filtered off
  3. washwashed with MeOH
  4. customthe filtrate was evaporated down
  5. customThe crude product was further reacted without purification

Sources & evidence

ORD record
ord-2e76dbfa524e4d0db4d230b5fb152532
Source dataset
uspto-grants-2009_05
Patent number
US07528129B2

Reaction notes

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