Veratraldehyde → 39964-87-9

Participants

Reaction Steps

Aminoacetaldehyde dimethylacetal (11 mL, 10.73 g, 0.102 mol) was dissolved in chloroform (50 mL) and MgSO4 (8.5 g) was added. Then veratraldehyde (10a, 9.22 g, 0.055 mol) was added and the mixture was stirred at room temperature. After 24 h the MgSO4 was filtered out and the filtrate was washed with water (200 mL), brine (200 mL), dried (Na2SO4) and concentrated to provide the imine, a light yellow liquid (13.90 g, 100%). 1H NMR (300 MHz, CDCl3) δ8.09 (s, 1H), 7.33 (d, J=1.8 Hz, 1H), 7.07 (dd, J1=1.8 Hz, J2=8.3 Hz 1H), 6.77 (d, J=8.1, 1H), 4.57 (t, J=5.1 Hz, 1H), 3.83 (s, 3H), 3.80 (s, 31H), 3.65 (dd, J1=5.1 Hz, J2=1.2 Hz, 2H), 3.32 (s, 6H).

Provenance & Evidence