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. 2014 Dec 31;48(1):229–235. doi: 10.1021/ma5019044

Table 1. Relationship between Equivalents of n-BuLi and Degree of Lithium–Bromine Exchangea.

    NMR
 EA
  
entry n-BuLi (equiv) x y x y % yield
3a 1.25 0.73 0.27 0.852 0.148 62
3b 2.5 0.92 0.08 0.978 0.022 78
3c 5 0.94 0.06 0.987 0.013 86
3d 10 >0.95 <0.05 0.991 0.009 91
a

NMR indicates conversions determined by 1H NMR integration, and EA indicates conversions determined by elemental analysis.