Formaldehyde → HCID 66649528, compound

Participants

Reaction Steps

To a 10 mL flask containing paraformaldehyde (52 mg, 1.73 mmol, 1 eq.) in toluene (1 mL), was added 1-[2-(2-hydroxy-ethylamino)-ethoxy]-6-propyl-nonan-2-ol (500 mg 1.73 mmol) diluted with isopropanol (1 mL) before heating to reflux with a Dean-Stark trap for 17 h. The reaction was cooled to room temperature and, after evaporation, 520 mg of a mixture of products was obtained with the title compound as the major component (100% crude yield). 1H NMR (CDCl3, 400 MHz) d?(ppm): 4.33 (s, 2H); 3.78 (t, J=6.8 Hz, 2H); 3.83-3.74 (m, H); 3.70-3.57 (m, 2H); 3.55 (dd, J=2.7 Hz, J=10.0 Hz, H); 3.29 (dd, J=8.2 Hz, J=10.0 Hz, H); 3.02 (t, J=6.8 Hz, 2H); 2.81-2.74 (m, 2H); 1.50-1.12 (m, 15H); 0.87 (t, J=7.0 Hz, 6H′). 13C NMR (CDCl3, 129.9 MHz) d?(ppm): 87.0; 76.0; 70.5; 70.3; 63.3; 54.3; 52.7; 36.9; 36.0 (2C); 33.7; 33.5; 22.7; 19.8 (2C); 14.5 (2C)

Provenance & Evidence