2,2'-(tetradecylimino)bisethanol synthesis

Yield:18924-66-8 96.4%

Reaction Conditions:

with potassium carbonate;potassium iodide in acetonitrile; for 12 h;Inert atmosphere;Reflux;

Steps:

6

tetradecyl bromide (8 · 32 g, 30 mmol), diethanolamine (4.73 g, 45 mmol)Anhydrous potassium carbonate (8.29 g, 60 mmol) and potassium iodide (1. Og) were added to a 250 mL two-necked flask,Add 80mL acetonitrile, nitrogen for 5 minutes, replace the system of air, and then reflux 12h.[066] (2) To stop the reaction, acetonitrile was removed by steaming, dichloromethane (60 mL) and 60 mL of 7 K were added and the mixture was separated. The organic phase was washed twice with water to remove excess diethanolamine. The product has a certain solubility in water, washed, the water phase and then extracted twice with methylene chloride. The organic phase was separated and dried over anhydrous sodium sulfate.(3) steamed to remove methylene chloride to give pale yellow liquid 8.72 g, yield 96.4% JLC detection, ethyl acetate / petroleum ether = 1: 1 as the developing agent, the target product than the shift value Rf = 0.38 The(3) The procedure of step (3) was followed by the step (3) to prepare 8.72 g (30 mmol) of tetradecyldiethanolamine, 4.64 g (39 mmo 1) of bromopropyne and 10 OOmL of ethanol, and the mixture was stirred and refluxed under stirring 12h.(5) The excess of bromopropyne and solvent ethanol were distilled off under reduced pressure to obtain 12.60g of crude red viscous liquid, 99.8% of JLC. When dichloromethane: methanol = 6: 1, The ratio shift Rf = 0.50.

References:

CN106187790,2016,A Location in patent:Paragraph 0064-0069