1-Bromo-4-hexylbenzene → 2-(4-Hexylphenyl)-6-octyloxybenzo[b]thiophene

Participants

Reaction Steps

is prepared analogously to Reference 14 (p. 16) from 6-methoxybenzo[b]thiophene-2-boronic acid and 4-hexylbromobenzene in a Suzuki reaction. The 2-(4-hexylphenyl)-6-methoxybenzo[b]thiophene obtained as the primary product is subjected to ether cleavage by means of hydrobromic acid/glacial acetic acid. The resultant hydroxyl compound gives the target compound in a Williamson ether synthesis using octyl bromide in 2-butanone in the presence of potassium carbonate.

Provenance & Evidence