1,2-二溴-3-甲基苯合成路线 （共 20 条）
反应条件
1: 2,3-dibromotoluene With isopropylmagnesium chloride in tetrahydrofuran T=-40°C; 2 h; 2: carbon dioxide With hydrogenchloride in tetrahydrofuran 1 h; Further stages.;
参考文献
Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H.
Synlett, 2006 , # 12 p. 1948 - 1952
反应条件
1: 2,3-dibromotoluene With isopropylmagnesium chloride in tetrahydrofuran T=-40°C; 2 h; 2: carbon dioxide With hydrogenchloride in tetrahydrofuran 1 h; Further stages.;
参考文献
Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H.
Synlett, 2006 , # 12 p. 1948 - 1952
参考文献
Miller
Journal of the Chemical Society, 1892 , vol. 61, p. 1029
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Jannasch
Justus Liebigs Annalen der Chemie, 1875 , vol. 176, p. 286,288
反应条件
1: 2,3-dibromotoluene With isopropylmagnesium chloride in tetrahydrofuran T=-40°C; 2: carbon dioxide in tetrahydrofuran Further stages.;
参考文献
DiMichele, Lisa; Menzel, Karsten; Mills, Paul; Frantz, Doug; Nelson, Todd
Magnetic Resonance in Chemistry, 2006 , vol. 44, # 11 p. 1041 - 1043
反应条件
sulfuric acid; bromine in (2S)-N-methyl-1-phenylpropan-2-amine hydrate
参考文献
SmithKline Corporation
Patent: US3988339 A1, 1976 ;
反应条件
1: With hydrogenchloride in diethyl ether; water
0.0833333 h;
2: With hydrogenchloride; sodium nitrite in water
T=0°C; 0.5 h;
3: With hypophosphorous ether in water
T=4 - 25°C; 72 h;
参考文献
Diemer, Vincent; Leroux, Frederic R.; Colobert, Fracoise
European Journal of Organic Chemistry, 2011 , # 2 p. 327 - 340
反应条件
potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethanol
T=80°C; 18 h;
参考文献
Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H.
Synlett, 2006 , # 12 p. 1948 - 1952
反应条件
1.1: 2,2,6,6-tetramethylpiperidine; BuLi / hexane; tetrahydrofuran / 2 h / -100 °C
1.2: 34 percent / hexane; tetrahydrofuran / 0.5 h / -100 °C
2.1: 82 percent / aq. K2CO3 / Pd(PPh3)4 / ethanol / 18 h / 80 °C
View Scheme
参考文献
Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H.
Synlett, 2006 , # 12 p. 1948 - 1952
反应条件
1.1: tetra-n-butylammonium tribromide / dichloromethane / 0.5 h / 25 °C
2.1: hydrogenchloride / diethyl ether; water / 0.08 h
2.2: 0.5 h / 0 °C
2.3: 72 h / 4 - 25 °C
View Scheme
参考文献
Diemer, Vincent; Leroux, Frederic R.; Colobert, Fracoise
European Journal of Organic Chemistry, 2011 , # 2 p. 327 - 340
反应条件
1: 87 percent / 1.) Sn, aq. HBr, 2.) HBr
2: 1.) diazotizing agent, 2.) CuBr
View Scheme
参考文献
Blackhall, Alexander; Brydon, Donald L.; Javaid, Khalid; Sagar, Anthony J. G.; Smith, David M.
Journal of Chemical Research, Miniprint, 1984 , # 12 p. 3485 - 3497
