In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, the common compound, a new synthetic route is introduced below. Quality Control of 2-(2-Aminoethoxy)ethanol
To a mixture of [2- (2-AMINOETHOXY)] ethanol (99.52 g) and ethyl acetate (200 mL) was dropwise added a mixture of di- tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. After stirring at room temperature for 60 hrs. , the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), washed with water (200 mL), 1N hydrochloric acid (200 mL), water (300 mL) and saturated brine (300 mL), and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave tert-butyl [[2- (2-HYDROXYETHOXY)] ethyl] carbamate (169.2 g) as a colorless oil. 1H-NMR [(CDCL3)] : 1.45 (9H, s), 3.33 (2H, q, J=5. lHz), 3.54-3. 59 (4H, [M),] 3.74 (2H, q, J=5. [1HZ),] 4.88 (2H, bs). To a mixture of tert-butyl [[2- (2-] hydroxyethoxy) ethyl] carbamate (53.93 g) obtained above and ethyl acetate (350 mL) were added pyridine (53.78 mL) and ethyl chlorocarbonate (70.57 g) under ice-cooling, and the mixture was stirred at room temperature for 96 hrs. Ethyl acetate (500 mL) was added to the reaction mixture, and the mixture was washed with water (500 mL), an aqueous copper sulfate solution (200 mL), water (300 mL) and saturated brine (300 mL) and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.19 g) as a colorless oil. 1H-NMR [(CDC13)] : 1.32 (3H, t, J=7.2Hz), 1.44 (9H, s), 3.32 (2H, t, J=5. [1HZ),] 3.54 (2H, t, J=5. [1HZ),] 3.67-3. 74 (2H, m), 4.21 (2H, q, J=7.2Hz), 4.26-4. 31 (2H, m), 4.91 (lH, bs). To a solution (350 mL) of [2- [2- [ (TERT-] butoxycarbonyl) amino] ethoxy] ethyl ethyl carbonate (93.15 g) obtained above and methyl iodide (83.6 mL) in N, N- dimethylformamide was added sodium hydride [(60%] in oil, 16.12 g) under ice-cooling. After stirring at room temperature for 24 hrs. , the reaction mixture was poured into an ice-aqueous ammonium chloride solution, and extracted with diethyl ether (800 mL). The diethyl ether layer was washed with saturated brine (300 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was purified by silica gel column chromatography (eluted with ethyl acetate: hexane=1 : 8). To the purified product was added a 4N hydrogen chloride-ethyl acetate solution (300 mL) was added, and the mixture was stirred at room temperature for 2 hrs. Diethyl ether (300 mL) was added, and the precipitated solid was collected by filtration. The solid was dried under reduced pressure to give the title compound (33.21 g) as a white solid. [H-NMR] (DMSO-d6) : 1.21 (3H, t, J=7.2Hz), 2.51 (3H, [S),] 3.02- 3.09 (2H, m), 3.65-3. 72 (4H, m), 4.12 (2H, q, J=7.2Hz), 4.22 (2H, t, J=4.5Hz), 9.06 (2H, br).
The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/105845; (2003); A1;,
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