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Bromination of Propiophenones
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Sun Feb 27, 2005 10:37 pm
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Here is a bromination method found in Zeolot page from the hyperlab.......java

This is Zeolot's page , must tell that's in Russian so use the translator provided below.

http://ssb.h1.ru/chemic.htm


*translator:http://babelfish.altavista.com/babelfish/tr
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Bromination of propiophenones by bromide of copper (II).

CuBr2 was in small particles ground, without the drying, by mortar and pistil in order to guarantee the greatest reaction surface. CuBr2 (0.050 mol) was placed into the Erlenmeyer flask, equipped with reflux condenser, and ethyl acetate (25 mL) was added and brought to the boiling on the magnetic mixer with the heating.
Brominated propiophenone (0.030 moles; it is desirable to use small surplus in order to avoid dibromirovaniya) it was dissolved in the hot chloroform (25 mL) (to add 25 mL ethyl acetate, if connection not dissolved in the chloroform) and it is added into the flask. The received reaction mixture was boiled with the energetic mixing in order to guarantee the complete contact Of s.uBr2 with the medium of reaction, until reaction not am completed (evaluated with respect to a change in the color of solution from the green to the amber, the disappearance of all black copper bromide, and the curtailment of the isolation of hydrogen bromide)
Bromination was carry ouied with the numerous connections, it completes to 90-95 % after 30-60 minutes even with the fact that the deep green color remains considerably longer (5-6 it is hour). Color could be removed by discoloration by the activated carbon after the removal of copper (OF I) bromide by filtration. Induction period was observed in each case.
Copper (OF I) bromide was assembled by filtration and well washed ethyl in acetate. The restoration of copper (OF I) bromide was 96-100 % in each case. Solvents were removed under the reduced pressure, besides the cases, when product had low boiling point, which required fractional distillation.


Note - further bromide is substituted by the amino group, as it is indicated in the procedure to Rodiye, politely transferred by pharmacist (for the phenylpropanolbromide). Obtained katinony are active by themselves; also they can be restored into appropriate amines; also they can be restored into corresponding propanolamines and then they are transferred by reaction with the cyanobromide into oxazolines (metilaminoreks and analogs).

It is necessary to note that bromination by bromine copper technically much more preferable than the bromination by bromine under the kitchen conditions (bromine - very mean substance) gives higher outputs. Reaction works on the wide spectrum of propiophenones (probably, also on the acetophenone - someone will help council???) and it was the favorite procedure of the aliphatic bromination of legendary yukhimika Noname, which thus obtained many unknowns to the science of substance, in particular indanilkatinon. See old hyper-labforum for the additional information.
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