4-Methylbenzophenone → HCID 85301076, compound

Participants

Reaction Steps

A suspension of 4-methylbenzophenone (1, 3.6 g, 10.0 mmol), TiCl4 (1.9 g, 10.0 mmol), and Zn dust (1.3 g, 20.0 mmol) in dry THF (100 mL) was refluxed for 20 g. Afterward, the reaction mixture was cooled to room temperature and filtered. The filtrate was evaporated and the crude product was purified on a silica-gel column using DCM as eluent. 1,2-Bis(4-methylphenyl)-1,2-diphenylethene was isolated as white solid in 94% yield. 1H NMR (300 MHz, CDCl3), δ (TMS, ppm): 7.11-7.00 (m, 10H), 6.91 (d, 8H), 2.26 (d, 6H). δ (75 MHz, CDCl3) 144.8, 141.6, 141.1, 136.6, 132.0, 131.9, 129.0, 128.2, 126.9, 21.9. m/z (FAB) 360.2 [M+ ]; calc. 360.2.

Provenance & Evidence