Dichloromethane → [1,1'-Biphenyl]-4,4'-dicarbonyl dichloride

Participants

Reaction Steps

A solution of biphenyl-4.4′-dicarboxylic acid (200 mg. 0.8 mmol) in 15 mL of CH2Cl2 was stirred with oxalyl chloride 0.8 mL. 9 mmol) and 1 drop DMF under Ar for 18 h. Removal of solvents in vacuo afforded 211 mg (93%) of biphenyl-4,4′-dicarbonyl dichloride as a yellow solid. Spectral data matches the referenced spectral data. IR (CH2Cl2) 1781 (C═O) cm; H NMR (CDCl3), 360 MHz) δ 8.2 (d, J=8.2 Hz, 4H(C═O)ArH), δ 7.7 (d. J=8.7 Hz, 4H, ArH); 3C NMR (CDCl3, 90 MHz) δ 167.9, 145.8, 133.2, 132.1, 127.9.

Provenance & Evidence