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

HRID 643135Notes

Reaction equation

HRID 643135 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-c6dde853916841a48b1074fb71e1089e
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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