Bromotrimethylsilane → HCID 14626581, compound
Reaction equation
[CH3:1][Si:2](Br)([CH3:4])[CH3:3].[F:6][C:7]1[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[C:8]=1[NH2:9]>C1C=CC=CC=1>[CH3:1][Si:2]([CH3:4])([CH3:3])[NH:9][C:8]1[C:7]([F:6])=[CH:13][CH:12]=[CH:11][C:10]=1[F:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Trimethylsilyl bromide, 10.24 ml (77.5 mmole), was added to 6 ml (55.7 mmole) of 2,6-difluoroaniline in 70 ml of benzene. There was a slight exotherm and immediate precipitation. Triethylamine, 10.8 ml (77.5 mmole), was added and the mixture stirred at room temperature for 16 hours. The mixture was filtered and the solvent removed from the filtrate in vacuo. The product was purified as described in Example 1 to provide 8.85 g (51.1 mmole, 91.7 percent yield) of 99.3 percent pure N-trimethylsilyl-2,6-difluoroaniline as a colorless liquid, b.p. 89°-91° C. at 18 mm.