Sulfuric acid magnesium salt (1:1) → HCID 11436703, compound

Participants

Reaction Steps

Aminoacetaldehyde dimethylacetal (20.0 mL, 19.5 g, 0.185 mol) was dissolved in chloroform (100 mL) and MgSO4 (10 g) was added. Then 2,5-dimethoxybenzaldehyde (10d, 7.00 g, 0.042 mol) was also added and the mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with chloroform (100 mL), washed with water (2×200 mL), brine (200 mL), dried (Na2SO4), and concentrated to provide the pure imine as a yellow oil (10.64 g, 100%). 1H NMR (300 MHz CDCl3) 8.66 (s, 1H), 7.47 (d, J=3.0 Hz, 1H), 6.91 (dd, J1=9.0 Hz, J2=3.0 Hz, 1H), 6.81 (d, J=9.0 Hz, 1H), 4.65 (t, J=5.1 Hz, 1H), 3.78 (s, 3H), 3.77 (s, 3H), 3.76 (dd, J1=5.4 Hz, J2=1.2 Hz, 2H), 3.38 (s, 6H).

Provenance & Evidence