W-ChLOROPHENYLMETHYLCARBINOL

The reaction mixture is cooled in ice, and the addition compound is decomposed by adding dropwise with stirring 185 ml. of a 25% solution of ammonimn chloride in water (Note 5). The ether solution becomes clear, and the salts separate as a cake. The ether solution is decanted, combined with 150 ml. of ether which has been used to rinse the salt cake, and dried over anhydrous magnesium sulfate. After removal of the ether the product is distilled under reduced pressure to give 154,5-164.5 g. (82,5-88%) of w-chlorophenylmethylcarbinol boiling at 99-104°/4 mm. 1.5405 (Note 6). 

This procedure is adapted from the preparation described by Marvel and Schertz. w-Chlorophenylmethylcarbinol also has been prepared from w-chlorobenzaldehyde and methylmagnesium iodide. ... 

Effective separation of w-chlorostyrene from w-chloro-phenylmethylcarbinol is possible with the short column specified. If a fractionating column is not used, lower conversions result and the crude product contains w-chlorophenylmethylcarbinol, which can be separated by fractional distillation and used in a subsequent preparation. 

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See also in sourсe #XX -- [ , , , ]

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