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Introduction of the Bromomethylene Group using the Wittig Reaction

✍ Scribed by Dr. G. Köbrich

Publisher
John Wiley and Sons
Year
1962
Tongue
English
Weight
227 KB
Volume
1
Category
Article
ISSN
0044-8249

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✦ Synopsis

The o-(phenoxymethy1)-and o-(pheny1mercaptomethyl)benzoic acids are obtained by the reaction of w-bromo-o-toluyl bromide [2] with the sodium salt of the corresponding phenols and thiophenols and subsequent saponification. The dibenzo[b,e]oxepinones and dibenzo[b,e]thiepinones do not react with ketone reagents. With Grignard compounds, however, such as ClMg(CH2)3N(CH3)2, they form, in very good yields, the corresponding carbinols. These split off water relatively easily. The basic propylidene compounds obtained can be hydrogenated in the customary manner.

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