[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:12]C(=O)C)([CH3:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].[Cl-].[Na+]>C(O)CO>[NH2:12][C:9]([CH3:11])([CH3:10])[CH2:8][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[NH2:1]A solution of 1.7 g (8.3 mmol) of N-[2-(3-aminophenyl)-1,1-dimethyl-ethyl]-acetamide in 20 ml of ethylene glycol was treated with 3 g (75 mmol) of sodium hydroxide and the mixture heated at 195° C. for 20 hours. The mixture was cooled and added to 150 ml of 1M aqueous sodium hydroxide saturated with sodium chloride. The product was extracted with diethyl ether (3×100 ml). The combined organic phases were dried over magnesium sulfate, filtered and evaporated to give 1.2 g (88%) of 3-(2-amino-2-methyl-propyl)-aniline as a colorless oil. [Mass spectrum (ESI) M+CH3CN+ =206].
Wird geladen…
