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

Participants

Reaction Steps

4-chloroiodobenzene and 4-bromo-3-nitroacetophenone were reacted in an analogous manner to that described in Example 1 (a) 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 in an analogous manner to that described in Example 1 (b) to give the novel intermediate 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 2.

Provenance & Evidence