Catalyzed alkylation of halopyridinates

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07D21326

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039693600

ABSTRACT:
The reaction between the alkali metal halopyridinates with the lower alkyl esters of .alpha.-chloro or bromo acetic acid (or propionic acid) to form the corresponding O-alkylated halopyridinates is catalyzed by quaternary ammonium salts. For example, methyl .alpha.-(6-chloropyridinyloxy)acetate was prepared in excellent yield by reacting sodium 6-chloropyridinate with excess methyl .alpha.-chloroacetate in the presence of 2 mole percent of benzyl triethyl ammonium chloride.

REFERENCES:
patent: 3609158 (1971-09-01), Torba
patent: 3755339 (1973-08-01), McKendry
patent: 3761486 (1973-09-01), McGregor
patent: 3862952 (1975-01-01), Markley
patent: 3883541 (1975-05-01), Hamilton

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