Chloral condensation

Chloral condensations with aromatic hydrocarbons (and related derivatives) give rise to diaryltrichloroethane compounds, and are brought about in the presence of acid catalysts, proceeding with the formation of carbinol intermediates (Scheme 2.1). Commonly used catalysts include concentrated H2SO4 and its monohydrate, HCl, HF, I O,-, Lewis acids and a series of other acid agents [1, 2]. 

Of numerous chloral condensations with aromatic hydrocarbons the most interesting for the synthesis of condensation monomers are the reactions with benzene [3], toluene [4], acenaphthene [5], phenol [6], anisol [7], acetanilide [8] and halobenzenes like chlorobenzene [9] and fluorobenzene [10]. In general terms, these reactions proceed according to Scheme 2.2 and give the desired 1,1,1-trichloro-... 

Reactions with vinylogous carboxylic acid amides Chloral condensation... 

Chloral condensation. A soln. of N-hydroxypiperidine, chloral hydrate, and anhydrous Na-sulfate in abs. ether refluxed 4 hrs. -> N-(2,2,2-trichloro-1-hydroxyethoxy) piperidine. Y 52%. F. e. and reactions s. G. Zinner. W. Ritter, and W. Kliegel, Pharmazie 20, 291 (1965). 

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