A variety of eleclrophilic substitution reactions have been carried out on 4‐methoxybenzo[b]‐thiophene (IIIa) and 4‐benzoyloxybenzo[b ] thiophene (IVa). Substitution occurs in the 7‐position of IIIa and, with the exception of bromination, in the 7‐position of IVa. Bromination of IVa occurs in the 3‐position. Bromination of 4‐hydroxybenzo[b] thiophene (IIa) occurs in the 5‐position. The nmr spectra of eleven disubstituted benzo[b] thiophenes have been tabulated.
101 4‐Hydroxy‐benzo(b)tn1opnen (I) reagiert über das Salz zum Methyläther (IIa), aus dem mit Brom in Tetrachlorkohlenstoff, mit Acetanhydrid/Eisen(III)‐chlorid, nach Vilsmeier oder durch Nitriergemisch die Derivate (IIb)‐(IIe) erhalten werden.
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