Synthesis
The general procedure for the synthesis of 2,3-dibromothiophene from 3-bromothiophene was as follows: 3-bromothiophene (16.3 g, 100 mmol) was added to a suspension of N-bromosuccinimide (NBS, 17.8 g, 100 mmol) in hexane (50 mL), followed by perchloric acid (70% aqueous, 0.7 mL, 5 mol%). The reaction mixture was stirred at room temperature for 24 h, after which potassium carbonate (200 mg) was added to neutralize. The reaction mixture was filtered and the solid was washed with hexane. The organic phases were combined and concentrated and the residue was purified by vacuum distillation. The final product yield was 89%.
References
[1] Journal of Organic Chemistry, 1993, vol. 58, # 11, p. 3072 - 3075
[2] Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 1992, vol. 46, # 7, p. 654 - 660
[3] RSC Advances, 2014, vol. 4, # 96, p. 53531 - 53542
[4] Organic Electronics: physics, materials, applications, 2015, vol. 17, p. 167 - 177
[5] Organic Electronics: physics, materials, applications, 2014, vol. 17, p. 167 - 177