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Synthesis of some acyclic quaternary ammonium compounds. Alkylation of secondary and tertiary amines in a two-phase system

Kharlamov, A. ; Artyushin, O. ; Bondarenko, N.

Russian Chemical Bulletin, 2014, Vol.63(11), pp.2445-2454 [Periódico revisado por pares]

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  • Título:
    Synthesis of some acyclic quaternary ammonium compounds. Alkylation of secondary and tertiary amines in a two-phase system
  • Autor: Kharlamov, A. ; Artyushin, O. ; Bondarenko, N.
  • Assuntos: ethylene glycol and diethylene glycol monoalkyl ethers ; phase transfer catalysis ; N-alkylation ; amines ; quaternary ammonium compounds
  • É parte de: Russian Chemical Bulletin, 2014, Vol.63(11), pp.2445-2454
  • Descrição: A series of acyclic symmetrical and asymmetrical quaternary ammonium chlorides of the general formula R 1 R 2 R 3 N + AR 4 Cl – (R 1 = Me, Bu; R 2 = n -C 12 H 25 , PhCH 2 , C n H 2 n +1 (OCH 2 CH 2 ) m , n = 9 and 12, m = 1 and 2; R 3 = n -C 12 H 25 , PhCH 2 , HOCH 2 CH 2 , – OOCCH 2 ; R 4 = n -C 12 H 25 , PhCH 2 ; A = (CH 2 CH 2 O) 1,2 , CH 2 C(O)O) was synthesized by the alkylation of tertiary amines in a two-phase system containing water. A convenient method for the synthesis of the initial symmetrical and asymmetrical tertiary amines of the general formula MeNR 1 R 2 (R 1 = Me, Bu; R 2 = n -C 12 H 25 , PhCH 2 , C n H 2 n +1 (OCH 2 CH 2 ) m , n = 9 and 12, m = 1 and 2) in an organic phase-aqueous phase heterogeneous system, which allows the use of aqueous solutions of alkali and amines, was developed. The improved method for the preparation of intermediate ethylene glycol and diethylene glycol monoethers is monoalkylation of glycols in dioxane using solid KOH in a two-phase system.
  • Idioma: Inglês

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