Methyl iodide → 2',3,3',4,4',5-Hexamethoxybenzophenone

Participants

Reaction Steps

(2-hydroxy-3,4-dimethoxyphenyl)-(3,4,5-trimethoxyphenyl)methanone (4.44 g, 12.75 mmol), iodomethane (1.59 ml, 25.51 mmol), and Na2CO3 (2.7 g, 25.51 mmol) were treated in the same manner as described above for the synthesis of (3,5-Dimethoxy-phenyl)-(2,3,4-trimethoxy-phenyl)-methanone. The crude material was purified via flash column chromatography (20% EtOAc in hexane) to give (2,3,4-trimethoxy-phenyl)-(3,4,5-trimethoxy-phenyl)-methanone as an off-white solid (3.88 g, 84%); mp, 122-124° C.: 1HNMR (CDCl3) δ 7.11 (d, J=8 Hz, 1H, Ar), 7.08 (s, 2H, Ar), 6.73 (d, J=8 Hz, 1H, Ar), 3.94 (s, 6H, 2OCH3), 3.91 (s, 3H, OCH3), 3.86 (s, 6H, 2OCH3), 3.81 (s, 3H, OCH3); 13C NMR (DMSO-d6) δ 194.4, 156.1, 152.9, 152.7, 142.6, 142.3, 133.5, 126.5, 124.9, 107.6, 106.8, 62.1, 61.1, 56.4, 56.3; Anal. Calcd. For C19H22O7: C, 62.98; H, 6.12. Found: C, 63.14; H, 6.13. The product was carried over to the next step.

Provenance & Evidence