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| The crude product from other batches was combined at this stage. Recrystallization from various solvents (cyclohexane, hexanes) were moderately successful, removing starting material (Rf = 0.85) in hexanes and mono-reacted material (Rf = 0.7). Flash chromatography used immediately after workup to prevent hydrolysis of the unstable product. After careful fractionation, the desired product was obtained as a white crystalline solid (Rf = 0.2 in hexanes) with yields ranging from 20-40%. Almost immediately above this spot on TLC is residual BPO which becomes discolored on silica plates, and was discarded. |
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