Tert-Butyl nitrite → HCID 23359008, compound
Reaction equation
N(OC(C)(C)C)=O.[F:8][C:9]1[C:15]([CH3:16])=[C:14]([F:17])[C:13]([F:18])=[C:12]([N+:19]([O-:21])=[O:20])[C:10]=1N>CN(C)C=O>[F:17][C:14]1[C:13]([F:18])=[C:12]([N+:19]([O-:21])=[O:20])[CH:10]=[C:9]([F:8])[C:15]=1[CH3:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of t-butyl nitrite (1.87 g) in anhydrous dimethylformamide (10.9 ml) is added dropwise a solution of 2,4,5-trifluoro-3-methyl-6-nitroaniline (2.05 g) in anhydrous dimethylformamide (16.4 ml) with stirring at 50°-52° C. and the mixture is stirred at the same temperature for 30 minutes. After cooling, the reaction mixture is poured into ice-water, extracted with diethyl ether, and the extract is washed with water and dried. The solvent is distilled off under reduced pressure and the obtained residue is purified by silica-gel column-chromatography (eluent; dichloromethane : n-hexane=1 : 4) to give 2,3,6-trifluoro-4-nitrotoluene (0.7 g).