104286-59-1Relevant articles and documents
Photochemical Bromination of Methyl (E)-2-Methylbut-2-enoate with N-Bromosuccinimide: Formation of 4-Bromo-2-methylbut-2-en-4-olide
Ishii, Hisashi,Ishige, Marie,Matsushima, Yoko,Tohojoh, Toshiaki,Ishikawa, Tsutomu,Kawanabe, Eri
, p. 2353 - 2360 (2007/10/02)
Bromination of methyl (E)-2-methylbut-2-enoate (4) with N-bromosuccinimide under irradiation with light was described.The formation of 4-bromo-2-methylbut-2-en-4-olide (8) in fairly good yield together with the desired methyl (E)-4-bromo-2-methylbut-2-enoate (5), methyl (E)-2-(bromomethyl)but-2-enoate (6), and methyl 2,3-dibromo-2-methylbutanoate (7) was clarified.Methyl (E)-4-(p-formylphenoxy)-2-methylbut-2-enoate (16) was smoothly subject to catalytic hydrogenation using Wilkinson complex, while the rate of the hydrogenation of its geometrical isomer (17) was extremely retarded.