Method of producing n-alkylaminophenols

C - Chemistry – Metallurgy – 07 – C

Patent

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260/601.4

C07C 213/08 (2006.01) C07C 213/02 (2006.01) C07C 215/76 (2006.01)

Patent

CA 2019059

Abstract of the Disclosure There is disclosed an improvement in the production of an N-alkylaminophenol which comprises: the reaction of a divalent phenol with an alkylamine to provide a reaction mixture and recovering the N-alkylaminophenol from the reaction mixture, the improvement comprising; (a) adding an aqueous solution of an acid to the reaction mixture to provide a two-phase mixture composed of an aqueous phase which contains a water soluble acid salt of the resultant N-alkylaminophenol and an organic phase which contains an unreacted divalent phenol: (b) separating the unreacted divalent phenol as an organic solution by extraction of the two-phase mixture with an organic solvent, to leave an aqueous solution; (c) neutralizing the water soluble acid salt of N-alkylaminophenol in the aqueous solution with an aqueous solution of an alkali to provide an oily phase of N- alkylaminophenol; and (d) separating the oily phase and distilling it to recover the N-alkylaminophenol. A further improvement is disclosed which comprises: (a) adding an aqueous solution of an alkali to the reaction mixture after the reaction to provide a two-phase mixture composed of an aqueous phase which contains a water soluble alkali salt of the unreacted divalent phenol and an organic phase which contains the resultant N-alkylamino- phenol; (b) separating the N-alkylaminophenol from the two- phase mixture by extraction with an organic solvent as an organic solution; and (c) distilling the organic solution to recover the N-alkylaminophenol.

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