Catalytic Effect of Tertiary Amines on the Esterification of Potassium Acetate with Butyl Brom i d e

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  • 酢酸カリウムと臭化ブチルとのエステル化反応における第三級アミンの触媒効果

Description

The esterification of potassium acetate with butyl bromide in a solid-liquid two-phase system was carried out in ethyl methyl ketone at 60°C using various tertiary amines as catalyst. It was found that the catalytic species were the quaternary salts of amines and the apparent catalytic effect was dependent on the reactivity of these amines for quaternization and the catalytic activity of the resulting quaternary salts.<BR>The catalytic efficiency of monoamines dec reased in the order: TPB>TEA>T0A (Fig.1), while that of the corresponding quaternary salts was found to be as follows; TBPB rzETOAB---ITBAB>BTEAB (Fig.4). N, N, N', 11P-Tetramethyl-α, ω-alkanediamines were more efficient than the coresponding bis(quaternary salt)s (Fig.4) and the primary active species was considered to be the mono(quaternary salt)s. However the bis(quaternary salt)s of the polyamines were still considered to be active. Both the catalytic activity of the polyamines and their reactivity for quaternization decreased similarly in the order: diame>triamine >tetramine (Fig.2 and Fig.6). Added potassium iodide, known as an effective cocatalyst, resulted in a decrease of efficacy of amines (Fig.8).

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1982 (5), 805-810, 1982-05-10

    The Chemical Society of Japan

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