Sodium Carbonate → Dimethyl 4'-cyanobiphenyl-3,5-dicarboxylate

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Reaction Steps

A solution of dimethyl 5-iodoisophthalate (6 g, 18.75 mmol, 1 eq.), 4-cyanophenylboronic acid (2.95 g, 19.68 mmol, 1.05 eq.) and Na2CO3 (7.95 g, 74.98 mmol, 4 eq.) in 400 mL of MeOH was degassed by 4 thaw-freeze-pump cycles. Then 1.3 g of 5% Pd/C was added and nitrogen gas was bubbled through the solution for 10 min. The reaction under stirring was carried out at 80° C. for 1 h. Then, the mixture was filtered and washed with EtOH and CH2Cl2. All organic solvents were removed under vacuum and aqueous layer was extracted 4 times with CH2Cl2, the recombined organic layer were washed once with H2O, dried over MgSO4, filtered and evaporated under vacuum. An off-white solid was obtained with 85% yield.

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