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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 14, Number 3
JKCSEZ 14(3)
June 20, 1970 

Halogen Containing Heterocyclic Compounds (Part Ⅲ). Chlorination of Furfuryl Acetate in Presence of Acid and Lewis Acids
You Sun Kim, Soo Sun Lee, Myung Won Oh
Furfuryl acetate was chlorinated in presence of acetic acid using carbontetrachloride as the solvent. When the chlorination proceeded at the low concentration of acetic acid, the formation of the tetrachloride was more efficient than that of higher concentration. The chlorination done in presence of various Lewis acids such as aluminum chloride, hydrogen fluoride, and borontrifluoride could not give high yield of tetrachloride, but trichloride. In case of borontrifluoride and hydrogen fluoride, the decomposition of the reaction mixture was apparent. The results were discussed in terms of the stability of furfuryl nucleus towards an electron acceptor and the convenient procedure of preparing trichloro furfuryl acetate was described.
201 - 206
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