HCID 20136772, compound → 2-amino-5-isopropylbenzotrifluoride

HRID 579856Notes

Reaction equation

HRID 579856 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:5]=1[C:13]([F:16])([F:15])[F:14])([O-])=O>CO.[Ni]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:5]=1[C:13]([F:14])([F:15])[F:16]

Participants

4

Reactant 1

HCID 20136772HCID 20136772, compound

Product 1

HCID 27752232-amino-5-isopropylbenzotrifluorideYield 97.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

330 g of 2-nitro-5-isopropylbenzotrifluoride in 1,200 ml of methanol are initially introduced into a hydrogenation apparatus, and 30 g of Raney nickel are added. After the system has been flushed with hydrogen, a hydrogenation is carried out at 25°-45° C. under a pressure of 30 bar of hydrogen. After the hydrogen absorption is complete, the solution is filtered to separate off the catalyst. After the solvent has been distilled off, the product is distilled. 280 g of 2-amino-5-isopropylbenzotrifluoride (boiling point: 95°-8° C./18 mbar, nD20 : 1.4810) are obtained.

Workup

  1. additionare added
  2. customAfter the system has been flushed with hydrogen
  3. customis carried out at 25°-45° C. under a pressure of 30 bar of hydrogen
  4. customAfter the hydrogen absorption
  5. filtrationthe solution is filtered
  6. customto separate off the catalyst
  7. distillationAfter the solvent has been distilled off
  8. distillationthe product is distilled

Sources & evidence

ORD record
ord-dfd5552c4a3344a79a6874cd30b81d7c
Source dataset
uspto-grants-1988_06
Patent number
US04749813

Reaction notes

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