Reaction Steps
To a 10 mL flask containing 1-[2-(2-hydroxy-ethylamino)-ethoxy]-6-propyl-nonan-2-ol (510 mg, 1,76 mmol, 1 eq.) in toluene (3 mL) was added dropwise at room temperature propionaldehyde (0,14 mL 1,85 mmol, 1,05 eq., d=0,798) before heating to reflux with a Dean-Stark trap for 2h. The reaction was cooled to room temperature and concentrated to afford the title compound as 2 stereoisomers (50:50) (580 mg, 100% yield). 1H NMR (CDCl3, 400 MHz) d?(ppm): 4,09-4,03 (m, H); 3,92-3,81 (m, 2H); 3,81-3,73 (m, H); 3,73-3,50 (m, 2H+2H); 3,35-3,21 (m, 2H); 2,92-2,74 (m, 2H); 2,72-2,63 (m, H); 2,62-2,52 (m, H); 1,69-1,14 (m, 15H+2H); 0,96 (m, 3H); 0,87 (t, J=7,0 Hz, 6H). 13C NMR (CDCl3, 129,9 MHz) d?(ppm): 98,0; 97,9; 78,1; 75,7; 70,6 (2C); 70,2 (2C); 64,2 (2C); 53,2; 53,1; 52,6 (2C); 36,9 (2C); 36,0 (2C+2C); 33,7 (2C); 33,6; 33,5; 26,9; 26,8; 22,7 (2C); 19,8 (2C+2C); 14,5 (2C+2C); 9,2 (2C).
