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Study on Synthetic Process of Bupropion Hydrochloride

Author: ZhaoJinZhu
Tutor: ChengGuangBin
School: Nanjing University of Technology and Engineering
Course: Applied Chemistry
Keywords: Bupropion Hydrochloride α- bromo Amination Depression Smoking addiction
CLC: TQ463.24
Type: Master's thesis
Year: 2010
Downloads: 170
Quote: 0
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Abstract


In this thesis Chloropropiophenone as the starting material, Chloropropiophenone of α- bromo and α- bromo Chloropropiophenone amine salt into a two-step synthesis of a new type of antidepressant and smoking cessation medication bupropion hydrochloride ketones , wherein step investigated bromo bromine , Py-HBr-Br2, [Bmim] Br3 , three bromo systems , each step of the synthesis process was optimized to determine the optimum conditions . Brominated with bromine reagent as synthetic α- bromo Chloropropiophenone , the yield reached 97.4% and purity of 98.2%. Optimum conditions are as follows: methylene chloride as a solvent , the amount of raw material ratio of 1:1.02 ( Chloropropiophenone : bromine ) , the mass fraction of 2% p-toluenesulfonic acid (TsOH) as a catalyst , the reaction temperature is 30 ℃, reaction time was 1.5h, bromine dropwise over 0.5h. In Py-HBr-Br2 as synthetic α- bromo bromo reagent Chloropropiophenone , the yield reached 95.6% , 98.1% purity . The optimum conditions are as follows : anhydrous ethanol as a solvent , the amount of raw material ratio of 1:1.1 ( chlorophenyl acetone : Py-HBr-Br2), the reaction temperature was 60 ℃, reaction time was 3h, bromide agent added in four . In [Bmim] Br3 as a synthesis of α- bromo bromo reagent Chloropropiophenone , the yield reached 94.7% , purity of 97.5%. The optimum conditions were as follows : the amount of raw material ratio of 1:1.05 ( Chloropropiophenone : [Bmim] Br 3), the reaction temperature is 30 ℃, reaction time was 0.5h. To the synthesized α- bromo Chloropropiophenone as raw materials, and tert-butylamine was synthesized bupropion hydrochloride , yield reached more than 89% purity of 99.7 percent. The optimum conditions are as follows : the N- methyl- pyrrolidone (NMP) as a solvent , the amount of raw material ratio of 1:5:1.5 (α- bromo -chlorophenyl acetone : tert-butylamine : HC1), mass fraction of 2 % tetrabutyl ammonium iodide (TBAI) as a catalyst , the reaction temperature is 50 ℃, the reaction time was 2h.

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CLC: > Industrial Technology > Chemical Industry > Pharmaceutical chemical industry > Production of organic compounds in drug > Aliphatic compounds, drugs > Aldehydes, ketones
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