Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 1244 - 1248 (1991)
Update date:2022-07-30
Topics:
Shavrin, K. N.
Volotova, I. V.
Kutin, A. A.
Reaction of 2-(dichloromethyl)furan (I) with KOH in a CH2Cl2 medium and in the presence of alcohols (methanol, ethanol, and n-butanol) and a catalytic amount of triethylbenzylammonium chloride (TEBAC) results in the formation of 2-chloromethylene-5-alkoxy-2,5-dihydrofurans (II) (mixtures of Z- and E-isomers) and 2-dialkoxymethylfurans (III), in overall yields of up to 96percent.Reaction with isopropyl and tert-butyl alcohols gave only corresponding products (II), in 21 and 12percent yield, respectively.
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