Über die Umsetzung von Acrylsäurenitril mit aromatischen Diazoniumsalzen

Synthesis of biphenyl portion of decinine

“…(2) Chel'tsova, M. A., Lubuzh, E. D., Petrov, D. A., Neftekhimiya, 6 (5) 702, 9 (1966); CA 66, 37518p (1967).…”

“…Repeated attempts to prepare 6a and b, using the Meerwein reaction (9,30), produced only trace amounts of acidic materials after appropriate hydrolysis and extraction. This was in contrast to the 60% yield of crude p-benzyloxycinnamic acid obtained in a model reaction.…”

“…Xmax µ 3.71 (CHO) 5.91 (HC = 0); nmr ppm 7.97-7.78 multiplet [2] CHO 7.20-6.94 multiplet [4] (other aromatic protons); 3.94 singlet [9] (3 x OCH3). 3 -3 -(2-Chloromethyl-4,5-dimethoxyphenyl)-4-mefhoxyphenyl propionic Acid Methyl Ester (10b).…”

“…3 -3 -(2-Chloromethyl-4,5-dimethoxyphenyl)-4-mefhoxyphenyl propionic Acid Methyl Ester (10b). Xmax (CHC13) µ 5.79 (CH2CH2COOMe); nmr ppm 7.27-6.63 multiplet [5] (aromatic protons); 4.41 singlet [2] (CH2C1); 3.96, 3.87, and 3.76 singlets [9] (3 x OCH3); 3.68 singlet [3] (CH2CH2COOCH3); 3.0-2.5 multiplet [4] (CH^CH^-COOCH3).…”