how to prepare ethanol using 1,3dithiane
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1,3-Dithioles
H. Gotthardt, in Comprehensive Heterocyclic Chemistry, 1984
4.32.3.2 Reactions of 1,3-Dithiolanes
1,3-Dithiolanes are quite resistant to both alkaline and acid hydrolysis, however the ring can be cleaved by cadmium carbonate and mercury(II) chloride, a well-known reagent for hydrolyzing thioacetals 〈53MI43200〉. Thus the 1,3-dithiolane derivative (218) is hydrolyzed by this reagent with formation of the hydroxydithiol (219). A similar reaction takes place on reduction of the 1,3-dithiolane derivative (218) with sodium and ethanol in liquid ammonia to produce the hydroxydithiol (219) 〈47JCS592〉.
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The 1,3-dithiolane ring also can be cleaved by alkylative hydrolysis using different reagents 〈77S357〉. For example treatment of the 1,3-dithiolane derivative (220) with triethyloxonium tetrafluoroborate followed by hydrolysis with copper(II) sulfate solution and basification gives the ketone (221) in 95% yield 〈77S357〉.