2-Chloro-5-nitrobenzotrifluoride → HCID 19990434, compound

HRID 346156Notes

Reaction equation

HRID 346156 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12]>C(O)C.[Ni]>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]

Participants

4

Reactant 1

HCID 612132-Chloro-5-nitrobenzotrifluoride

Product 1

HCID 19990434HCID 19990434, compoundYield 159.7%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 5.0 ml (34 mmol) 2-chloro-5-nitrobenzotrifluoride in 100 ml ethanol was hydrogenated at atm. pressure by using Raney-Ni (1 g) as a catalyst. The reaction mixture was filtered and evaporated in vacuo. The residue was dissolved in ethanol and the solution was acidified with concentrated hydrochloric acid. The precipitate was filtered off to give 6.3 g (81%) of 4-chloro-3-trifluoromethylaniline, hydrochloride. M.p.>200° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated in vacuo
  3. dissolutionThe residue was dissolved in ethanol
  4. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-12d1eb52b54e4f1dae63b6cac0847d29
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

Loading…