Can anybody suggest to me suitable experimental conditions to perform sulfonation reaction on Benzo[b]thiophene and to prepare its sodium salt. Your suggestions are appreciated if it covers reaction time, temperature, less possible isomers and high yield.
Eric B. J. Harris
Chlorosulfonic acid 1 eq. in chloroform at 0 degrees, should be very fast with good selectivity for the 2-position.
Sulfur trioxide in nitromethane is another mild option.
Sulfuric acid/Acetic anhydride 1:1 in EtOAc is another option.
All should be run at 0 degrees, and heated only if necessary. Heterocycles tend to decompose under conventional sulfonation conditions.
Preparation of the sodium salt should be easily achieved with NaOAc in EtOH
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