ETHYLENE GLYCOL MONOSTEARATE synthesis
- Product Name:ETHYLENE GLYCOL MONOSTEARATE
- CAS Number:111-60-4
- Molecular formula:C20H40O3
- Molecular Weight:328.53
638-08-4
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107-21-1
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$10.00/25g
111-60-4
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$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
107-21-1
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57-11-4
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111-60-4
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$11.00/500g
107-21-1
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112-76-5
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$40.32/25G
111-60-4
280 suppliers
$11.00/500g
107-21-1
1334 suppliers
$10.00/25g
57-11-4
1227 suppliers
$6.00/100g
111-60-4
280 suppliers
$11.00/500g
627-83-8
227 suppliers
$400.00/5MG
