ChemicalBook CAS DataBase List 2-(OCTADECYLOXY)ETHANOL

2-(OCTADECYLOXY)ETHANOL synthesis

7synthesis methods

Product Name:2-(OCTADECYLOXY)ETHANOL
CAS Number:2136-72-3
Molecular formula:C20H42O2
Molecular Weight:314.55

Respectively, to take propylene glycol 680mg, sodium hydrogen 2.5g added to 100 ml round bottom flask,THF was added to 10 ml of a solution and stirred for 30 minutes,Then raise the temperature to reflux for 1 hour,And then weigh the bromo-octadecane dispersed in 10 ml of THF by adding a separatory funnel and dropping into the reaction solution,After refluxing the reaction overnight. After completion of the reaction, a saturated sodium chloride solution was added,Dichloromethane extraction three times, combined extract, filter evaporated solvent, crude column chromatography separation,The second band was collected, the resulting product, 550 mg, yield 17.1%.

107-21-1 Synthesis

107-21-1
1368 suppliers
$10.00/25g

112-89-0 Synthesis

112-89-0
365 suppliers
$5.00/25g

2136-72-3
55 suppliers
$22.00/500mg

Yield:2136-72-3 52.5%

Reaction Conditions:

Stage #1: ethylene glycolwith sodium hydride in N,N-dimethyl-formamide at 0 - 5;Inert atmosphere;
Stage #2: 1-Bromooctadecanewith potassium iodide in N,N-dimethyl-formamide at 90 - 95; for 4 h;

Steps:

6.1 (1) 2-(octadecyloxy)ethan-1-ol

Under the protection of N2, NaH (9.0 g, 225 mmol) was added to ethylene glycol (41.9 g, 675 mmol) in anhydrous DMF (250 mL) in portions at 0-5 °C. Add KI (24.9 g, 150 mmol) (exothermic) and octadecyl bromide (50.0 g, 150 mmol), heat up to 90-95 °C for 4 hrs, TLC detects the remaining octadecyl bromide, cool to about 30 °C was poured into ice water (1 L), extracted once with ethyl acetate (EA, 500 mL), the organic phase was washed with H2O (250 mL) and saturated NaCl (400 mL) in turn, concentrated to dryness, purified by column, and concentrated. Add acetonitrile (CAN, 160 mL) dryly to crystallize at room temperature, filter, collect the filter cake, and dry at room temperature to obtain 21.6 g of white powdery solid, yield: 52.5%.

References:

CN113817009,2021,A Location in patent:Paragraph 0111-0112