ChemicalBook CAS DataBase List ETHYLENE GLYCOL MONOSTEARATE

ETHYLENE GLYCOL MONOSTEARATE synthesis

7synthesis methods

Product Name:ETHYLENE GLYCOL MONOSTEARATE
CAS Number:111-60-4
Molecular formula:C20H40O3
Molecular Weight:328.53

638-08-4 Synthesis

638-08-4
120 suppliers
$20.00/5g

107-21-1 Synthesis

107-21-1
1366 suppliers
$10.00/25g

111-60-4
287 suppliers
$11.00/500g

Yield:111-60-4 39%

Reaction Conditions:

with dmap;triethylamine in dichloromethane for 1.5 h;

Steps:

1(j)
A solution of stearic anhydride (1.14 g, 2.06 mmol) in dichloromethane (30 mL) was cannulated into a stirred solution of ethylene glycol (1.10 mL, 19.7mmol), DMAP (22 mg, 0.18 mmol) and triethylamine (0.300 mL, 2.16 mmol) in dichloromethane (20mL). After stirring for 90 min. the reaction was quenched with the additionof H20 (100 mL). After separation of the phases the aqueous fraction was re-extracted with dichloromethane (2 x 50 mL) and the combined organic extract was washed with brine (70 mL). After drying (MgSO4) and filtration the solvent was removed at reduced pressure to give the crude product that was purified by chromatography on silica gel. Gradient elution with ethyl acetate/petroleum ether (10:90- 30: 70) afforded the title compound 48 (265 mg, 0.807 mmol, 39%) as an oil; 1H NMR (300 MHz,CDC13) 8 4.25-4. 20 (m, 2H), 3.83-3. 78 (m, 2H), 2. 38 (t, 2H, J7. 5 Hz), 2.00- 1.97 (m, 1H), 1.62-1. 55 (m,2H), 1.35-1. 20 (m, 28H), 0.87-0. 81 (m, 3H); 13C NMR (75 MHz, CDC13)8 174. 6,66. 3,61. 7,34. 6,32. 3,30. 1,29. 8,29. 7,29. 6,29. 5,25. 3,23. 1,14. 5; HRMSESI (+ve) (Found:mlz 346.3323(MNH4+).C2oH44NO3 requires mlz 346.3316).

References:

THE MALAGHAN INSTITUTE OF MEDICAL RESEARCH;UNIVERSITY OF OTAGO;AGRESEARCH LIMITED WO2005/49631, 2005, A1 Location in patent:Page/Page column 61

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107-21-1 Synthesis

107-21-1
1366 suppliers
$10.00/25g

57-11-4 Synthesis