[CH3:1][Si:2]([CH3:15])([CH3:14])[C:3]#[C:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-])=O>CO.[Pd]>[CH3:14][Si:2]([CH3:1])([CH3:15])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH2:11]10.9 g (50 mmol) of trimethyl-(2-nitrophenylethynyl)silane were dissolved in 200 ml of methanol, and 0.5 g of palladium-on-carbon (5%) were added. The mixture was then hydrogenated in an autoclave at 4 bar for 12 h. Removal of the solvent and column-chromatographic purification on silica gel 60 (mobile phase: methylene chloride) gave 4.1 g of 2-(2-trimethylsilylethyl)phenylamine [log P (pH 2.3)=2.58].
Wird geladen…