Glyoxylic Acid → 58207-08-2

Participants

Reaction Steps

To a stirred solution of glyoxylic acid (110 mg, 1.2 mmol) in toluene (12 mL) was added di-(p-anisyl)-methylamine (291 mg, 1.2 mmol) in one portion. After 1 min, 2-phenylethenyl boronic acid (177 mg, 1.2 mmol) was added and the reaction mixture was stirred vigorously for 12 hours. The precipitated product was isolated by filtration, washed with dichloromethane (15 mL), toluene (10 mL) and dried under vacuum to give the expected product (430 mg, 89% yield). 1H-NMR (360 MHz, CD3OH) d 6.8-7.5 (m, 13H), 6.60 (d, J=15.5 Hz, 1H), 6.25 (dd, J=15.5 Hz, 9.5 Hz, 1H), 5.49 (s, 1H), 4.00 (d, J=9.5 Hz, 1H), 3.75 (s, 6H), 2.3 (s, 1H).

Provenance & Evidence