Adding a certain compound to certain chemical reactions, such as: 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 74654-07-2, HPLC of Formula: C7H17NO3
A solution of methoxy-oligo(ethylene glycol) amine (2c-4c) (8.2 mmol, 1.0 eq.) and DMAP (2.00 g,16.4 mmol, 2.0 eq.) in acetonitrile (15 mL) was added dropwise to a solution of bis(4-nitrophenyl)carbonate (2.74 g, 9.0 mmol, 1.1 eq.) in acetonitrile (15 mL) and the resulting solution was stirred at50 C for 3 h. The reaction mixture was then diluted in DCM (150 mL) and washed with 0.5 N HCl(100 mL). The aqueous layer was washed with DCM (5 ¡Á 100 mL) and all the organic fractions werecollected, dried over MgSO4 and filtered. The solvent was evaporated under reduced pressure and theresidue was purified by flash chromatography. 4-Nitrophenyl (2-(2-(2-methoxyethoxy)ethoxy)ethyl)carbamate (2c). Purified by flash chromatographyusing DCM/Acetone = 9:1 as eluent. 87% yield as a pale yellow oil. 1H-NMR (250 MHz, CDCl3) delta(ppm): 3.31 (s, 3H, -O-CH3), 3.37-3.43 (m, 2H, -O-CH2-CH2-NH-), 3.49-3.63 (m, 10H, 2 ¡Á-O-CH2-CH2-O- + -O-CH2-CH2-NH-), 6.06 (t, 1H, -NH-, 3JH-H = 5 Hz), 7.25 (d, 2H, Ar-H,3JH-H = 9.25 Hz), 8.15 (d, 2H, Ar-H, 3JH-H = 9.25 Hz); 13C-NMR (62.9 MHz, CDCl3) delta (ppm): 155.9,153.1, 144.3, 124.8, 121.8, 71.6, 70.2, 70.2, 69.9, 69.3, 58.7, 40.8; ESI-MS (ion trap): m/z 329 [M + H]+.HRMS (ESI+): m/z 329.1357 [M + H]+, calcd for C14H21N2O7: 329.1349.
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Reference:
Article; Mattarei, Andrea; Azzolini, Michele; Zoratti, Mario; Biasutto, Lucia; Paradisi, Cristina; Molecules; vol. 20; 9; (2015); p. 16085 – 16102;,
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