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The conversion of alcohols to halides using a filterable phosphine source

โœ Scribed by Michael P Pollastri; John F Sagal; George Chang

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
60 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The conversion of primary and secondary alcohols to chlorides and bromides using 1,2-bis(diphenylphosphino)ethane (diphos) is described. Use of this reagent in lieu of the typical triphenylphosphine-carbontetrahalide complex provides a facile means of purifying the desired halide from the phosphine-oxide byproduct.

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โœ David A Flosser; Roy A Olofson ๐Ÿ“‚ Article ๐Ÿ“… 2002 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 113 KB

A useful conversion of alcohols to alkyl fluorides via their fluoroformates is introduced. The fluoroformates are obtained in nearly quantitative yield from the alcohols by treatment with COF 2 (generated in situ from bis(trichloromethyl) carbonate) in ether with KF as an added acid scavenger. The n