1.3- Alkoxyhalides

Without additional reagents 1,1-Alkoxyhalides from 0x0 compounds... 

Phosphoric acid boron fluoride 1,1-Diarylalkanes from 1,1-alkoxyhalides... 

A soln. of SO2CI2 in dichloromethane added dropwise at 0° to a soln. of (phenylthio)-methyl 4-oxopentanoate in the same solvent, stirred for 1 h at the same temp, and for 30 min at room temp., a soln. of 4-chlorostyrene (to trap phenylsulfenyl chloride) in dichloromethane added dropwise at 0°, and stirring continued for 1 h - chloromethyl 4-oxopentanoate. Y 89%. F.e. and bromo-analogs with Br2 in CCI4 s. T. Benneche et al., Acta Chem. Scand. 43, 74-7 (1989) 1,1-alkoxyhalides cf. ibid. 43, 56-61 (1989). 

Syntheses with methoxymethyllithium. A soln. of monochloromethyl ether in methylal added gradually with stirring to a suspension of powdered Li in methylal at —25 to —30° after the reaction has been started at 0°, then allowed to react with diethyl ketone diethyl(methoxymethyl)carbinol. Y 75%. F. e. s. U. Schollkopf and H. Kiippers, Tetrah. Let. 1964, 1503 Grignard syntheses with 1,1-alkoxyhalides in methylal s. E. Taeger, E. Kahlert, and H. Walter, J. pr. 28,13 (1965). 

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