The Preparation of 2-Substituted Vinyl Quaternary Salts - Journal of

L. Carroll King, and William B. Brownell. J. Am. Chem. Soc. , 1950, 72 (6), pp 2507–2508. DOI: 10.1021/ja01162a045. Publication Date: June 1950. ACS...
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June, 1950

PREPARATION O F 2-SUBSTITUTED VINYL QUATERNARY SALTS [CONTRIBUTION FROM

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CHEMICAL LABORATORY O F NORTHWESTERN UNIVERSITY ]

The Preparation of 2-Substituted Vinyl Quaternary Salts BY L. CARROLL KINGAND WILLIAM B. BROWNELL washed with acetone until nearly colorless. Ten grams of crude product melting a t 165-166" was obtained. Crystallization from 55 cc. of warm water gave 8.5 g. (48%) of pure product melting a t 166-167". The picrate, iodide and perchlorate salts of this compound were oils. Method B. I-[Z-(Z-Thienyl) -2-hydroxyethyl] -pyridinium Iodide.-To a suspension of 15 g. (0.046 mole) of phenacylpyridinium iodidee in a solution of 15 g. (0.11 R-CH=CH-G