2-Methylthiomethyl-3,4,6-trifluoroaniline → 3,4,6-Trifluoro-2-methylaniline
Reaction equation
CS[CH2:3][C:4]1[C:10]([F:11])=[C:9]([F:12])[CH:8]=[C:7]([F:13])[C:5]=1[NH2:6]>[Ni].C(O)C>[CH3:3][C:4]1[C:10]([F:11])=[C:9]([F:12])[CH:8]=[C:7]([F:13])[C:5]=1[NH2:6]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To 2-methylthiomethyl-3,4,6-trifluoroaniline (22.2 g) are added ethanol (400 ml) and Raney nickel (200 g) and the mixture is stirred at room temperature for 30 minutes. After the catalyst is filtered off, the filtrate is added with water and extracted with dichloromethane. The is dried over magnesium sulfate and concentrated to give 2-methyl-3,4,6-trifluoroaniline (12.3 g).
Workup
- filtrationAfter the catalyst is filtered off
- additionthe filtrate is added with water
- extractionextracted with dichloromethane
- dry with materialThe is dried over magnesium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-65a42f8c16c84334b479a3ff0c9274d7
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05290934
Reaction notes
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