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A-Bromohydrocinnamic acid

Acetylation, selective, of 2-methoxynaphthalene, 53, 7 p-ACETYL-a-BROMOHYDROCINNAMIC ACID, 51, 1... [Pg.124]

Meerwein reaction, preparation of p-acetyl-a-bromohydrocinnamic acid, 51, /... [Pg.79]

This procedure has been used to prepare a variety of substituted a-bromohydrocinnamic acids 2 p-acetyl-a-bromohydro-cinnamic acid was prepared for the first time by this method. The method illustrates a typical application of the Meerwein reaction for the arylation of unsaturated substrates.3 In this reaction a catalytic amount of a copper(I) salt is used to reduce an aryl diazonium salt forming an aryl radical and a copper(II) halide. Addition of the aryl radical to an unsaturated substrate forms an alkyl radical that is reoxidized by the copper(II) halide present forming an alkyl halide and regenerating the copper(I) salt catalyst. In this preparation, the product, an a-bromo acid, is formed in an acidic reaction mixture and dehydro-halogenation does not occur. However, dehydrohalogenation... [Pg.86]

Meerwein arylation. Detailed directions are given for diazolization of p-amino-acelophcnone with 48 % hydrobromic acid and aqueous sodium nitrite in acetone and Meerwein reaction of the diazonium sail in the presence of coppcr(l) bromide (Fisher, reagent grade, washed with acetone until the washings are colorless and dried) with acrylic acid to produce p-acetyl-a-bromohydrocinnamic acid. The yield of white needles, m.p. 159-160°, is, 56-.59 / . [Pg.18]

See other pages where A-Bromohydrocinnamic acid is mentioned: [Pg.156]    [Pg.85]    [Pg.86]    [Pg.1]    [Pg.3]    [Pg.315]    [Pg.193]    [Pg.156]    [Pg.85]    [Pg.86]    [Pg.1]    [Pg.3]    [Pg.315]    [Pg.193]    [Pg.322]   
See also in sourсe #XX -- [ Pg.1139 ]

See also in sourсe #XX -- [ Pg.1139 ]



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