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ChemicalBook CAS DataBase List STEARYLDIETHANOLAMINE
10213-78-2

STEARYLDIETHANOLAMINE synthesis

3synthesis methods
-

Yield:10213-78-2 100%

Reaction Conditions:

with potassium hydrogencarbonate;potassium iodide in acetonitrile for 3 h;Heating / reflux;

Steps:

4.4-1
In a 500 ml Erlenmeyer flask, 10 g (95 mmol) of diethanolamine, 37.96 g (0.114 mol) of octadecane bromide, 39.33 g (0.285 mol) of potassium bicarbonate and 0.5 g of potassium iodide in 200 ml of acetonitrile were mixed. The reaction mixture was stirred and heated under reflux for 3 hours. At the end of the reaction, the solvent was evaporated and the residue was taken up in dichloromethane. The organic phase was washed two times with water, dried over MgSO4, filtered, and concentrated under vacuum. The residue was crystallized from acetone, to obtain 33 g of white crystal. Yield: quantitative. Melting point: 49° C. Rf: 0.20 (CH2Cl2/MeOH, 90:10 v/v). IR (KBr): 3310 (O-H) cm-1 1H NMR (200 MHz, CDCl3, HMDS) δ ppm: 3.53 (t, 4H, J=5.43 Hz, CH2-O), 3.27 (s1, 2H, OH), 2.57 (t, 4H, J=5.43 Hz, N-CH2-C-O), 2.44 (t, 2H, J=7.06 Hz, CH2-N), 1.34 (m, 2H, CH2-C-N), 1.18 (s1, 30H, CH2), 0.80 (t, 3H, J=5.85 Hz, CH3)

References:

Yang Ji Chemical Company Ltd. US2005/75345, 2005, A1 Location in patent:Page/Page column 7

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