1-Chloro-4-iodobenzene → 4-Acetyl-4'-chloro-2-nitrobiphenyl

Beteiligte Stoffe

Reaktionsschritte

4-Chloroiodobenzene and 4-bromo-3-nitroacetophenone were reacted under Ullman conditions to give the novel intermediate 4-acetyl-4'-chloro-2-nitrobiphenyl, m.p. 103°-105° C. (from methanol). This compound was reduced with stannous chloride and concentrated hydrochloric acid to give 4-acetyl-2-amino-4'-chlorobiphenyl, m.p. 139°-140° C. (from methanol). This compound was converted to the novel intermediate 4-acetyl 4'-chloro-2-hydroxybiphenyl and thence to the novel intermediate 4-acetyl-4'-chloro-2-methoxybiphenyl, b.p. 167°-170° C./0.4 mm., by diazotization and methylation methods analogous to those described in Example 1.

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