Sodium Chloride → 3-(2-Amino-2-methylpropyl)aniline

Participants

Reaction Conditions

Reaction Steps

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].

Provenance & Evidence