1,1'-(Diazomethylene)bis(benzene) → HCID 14901560, compound

Participants

Reaction Steps

A solution of diphenyldiazomethane (0.528 g, 2.719 mmol) in EtOAc (5 mL) was added portionwise with cooling (ice bath) and stirring to a solution of (S)-mandelic acid (0.500 g, 3.286 mmol) in EtOAc (5 mL). The purple reaction mixture was stirred at room temperature for 1 h and was then washed successively with saturated NaHCO3 (3×5 mL) and brine (2×5 mL), dried over anhydrous MgSO4 and evaporated to 0.9864 g of a yellow solid, which was recrystallized from hexanes to give 0.67 g (80%) of 2g. 1H NMR (400 MHz) in CDCl3 (J, Hz): δ 3.4515 (d, 1H, OH), 5.2782 (d, 1H, CHOH), 6.75 (s, 1H, CHPh2), 7.20-7.45 (m, 15H, ArH).

Provenance & Evidence