I did the halogen dance reaction of 2-bromo-5-TIPS thiophene using LDA/methanol to get 3-bromo-5-TIPS thiophene. But there reaction was not completed 100% and there is ~5-10% of starting material as checked from 1H-NMR. Both compound have almost same boiling point and same Rf value in TLC. I am looking some way to get pure final product. Thanks
Olga Gerdes
Hi,
Just start the reaction again with gc-ms controll of intermediate. Don't waste your time for separation, it is not possible.
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Dhirendra Kumar
The compounds are very low polar (very high Rf in n-hexane), so it is impossible to separate them using alumina column.
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