Hydrochloric Acid → HCID 86645784, Verbindung

Temperatur

85 °C

Sodium hydride (60%, 0.98 g, 24.5 mmol) washed with hexane was suspended in toluene (16 ml), 1-docosanol (4.00 g, 12.2 mmol) was added, 1,12-dibromododecane (8.04 g, 24.5 mmol) was added, and the mixture was stirred at 85° C. for 2 days. The reaction mixture was cooled to room temperature, 1N hydrochloric acid (30 ml) was added dropwise thereto in a water bath to quench the reaction. The mixture was extracted with chloroform (100 ml), and washed 3 times with 1N hydrochloric acid (30 ml), 3 times with 5% aqueous sodium hydrogen carbonate solution (30 ml), and once with 20% aqueous sodium chloride solution (30 ml). The organic layer was dried over sodium sulfate, and the solvent of the filtrate was evaporated. The residue was isolated and purified by silica gel column chromatography and precipitated with methanol (70 ml) to give 12-docosyloxy-dodecyl bromide (yield 78%).

1. temperatureThe reaction mixture was cooled to room temperature
2. customin a water bath to quench
3. customthe reaction
4. extractionThe mixture was extracted with chloroform (100 ml)
5. washwashed 3 times with 1N hydrochloric acid (30 ml), 3 times with 5% aqueous sodium hydrogen carbonate solution (30 ml)
6. dry with materialThe organic layer was dried over sodium sulfate
7. customthe solvent of the filtrate was evaporated
8. customThe residue was isolated
9. custompurified by silica gel column chromatography
10. customprecipitated with methanol (70 ml)

ORD-Eintrag

ord-0e05a56b78f64c13b8e9074a44fb5cee

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08569453B2