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ChemicalBook CAS DataBase List 1-BROMO-4,5-DIMETHOXY-2-NITROBENZENE
51072-66-3

1-BROMO-4,5-DIMETHOXY-2-NITROBENZENE synthesis

13synthesis methods
-

Yield: 95%

Reaction Conditions:

with nitric acid at -8 - -4; for 0.333333 h;

Steps:

1-Bromo-4,5-dimethoxy-2-nitro-benzene 52
To a vigorously stirred solution of concentrated HNO3 (5.0 mL) 4-bromoveratrole 4(500.0 mg, 2.3 mmol,1.0 equiv) was added dropwise at -8 to -4 cooled by anice-ethanol bath. After addition, the reaction mixture was stirred at -4 for 20.0min. The reaction mixture was diluted with cooled water (30.0 mL) and theprecipitated solid was collected by filtration under reduced pressure. The obtainedsolid was washed with water (15.0 mL × 3) and recrystallized in EtOH to affordcompound 5 (550.0 mg, 95% yield) in EtOH. 1H NMR (CDCl3): 7.57 (s, 1H),7.12 (s, 1H), 3.96 (s, 3H), 3.93 (s, 3H).

References:

Li, Jin-Ling;Zhao, Hong-Wu;Qin, Xiao;Cui, Jin;Su, Shi;Li, Hai-Long;Yue, Yuan-Yuan;Song, Xiu-Qing [Synthetic Communications,2013,vol. 43,# 23,p. 3175 - 3180] Location in patent:supporting information

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