Fries reaction of m-halophenylacetate was written by Chen, F.-C.;Chang, K. T.. And the article was included in Taiwan Yaoxue Zazhi in 1952.Category: bromides-buliding-blocks This article mentions the following:
m-BrC6H4OAc (I) (10 g.) heated with 20 g. AlCl3 (II), 2 hrs. at 80鎺? followed by steam distillation, gave 3 g. yellow crystals (III), m. 42-3鎺? and 0.4 g. yellow crystals (IV), m. 85-90鎺? from the distillate and the residue, resp. I (10 g.) treated with 18 g. II, 1 hr. at 45鎺? gave 1 g. IV. Assuming that the o-isomer predominates at elevated temperature, III and IV are apparently 4-bromo-2-hydroxy- and 2-bromo-4-hydroxyacetophenones, resp. III with BzH gave a chalcone (V), yellow needles, m. 115-16鎺? cyclization of V with H3PO4 gave a flavanone (VI), m. 77-8鎺? dehydrogenation of VI with N-bromosuccinimide gave a flavone, m. 162-3鎺? Heating 7 g. m-IC6H4OAc (VII) in 35 ml. PhNO2 (VIII) with 20 g. II 4 hrs. at 90-5鎺? followed by steam distillation, gave 0.1 g. crystals (IX), m. 53-4鎺? and 0.1 g. crystals (X), m. 128-36鎺? from the distillate and the residue, resp. VII (5 g.) in 25 ml. VIII heated with 17 g. II 3 hrs. at 100-120鎺?gave 0.15 g. IX. IX and X are apparently 2-hydroxy-4-iodo- and 4-hydroxy-2-iodoacetophenones, resp. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Category: bromides-buliding-blocks).
3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Category: bromides-buliding-blocks
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary