929-75-9, 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. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
To 3-carboxymethyl-7-[1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-1H-1,2,3-triazol-4-yl]-4-methyl-2H-chromen-2-one (19, 200 mg, 0.268 mmol) and 1,11-diamino-3,6,9-trioxaundecane (8c, 52 mg, 0.27 mmol) in THF (10 mL) at room temperature was added benzotriazole-1-yl-oxytris(dimethylamino)phosphonium hexafluorophosphate (119 mg, 0.268 mmol), and the mixture was stirred at the same temperature for 2 h. The solvent was removed, and the resulting slurry was diluted with saturated aqueous NaHCO3 and extracted with methylene chloride several times. The combined organic layer was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on a silica gel column with methylene chloride and MeOH (20:1) to give the desired product 21c (84 mg, 34%). Mp 307.4+/-0.2 C; 1H NMR (500 MHz, DMF-d7): delta=8.93 (s, 1H), 8.06 (br t, J=5.8 Hz, 1H), 7.97 (s, 2H), 7.87 (s, 1H), 4.75 (t, J=7.0 Hz, 2H), 3.80 (t, J=5.8 Hz, 2H), 3.69 (s, 2H), 3.65-3.70 (m, 2H), 3.62-3.65 (m, 4H), 3.57-3.60 (m, 4H), 3.36 (q, J=5.8 Hz, 2H), 3.31 (t, J=5.8 Hz, 2H), 2.51 (s, 3H), 2.44-2.57 (m, 2H), 2.32-2.39 ppm (m, 2H); 13C NMR (125 MHz, DMF-d7): delta=169.3, 161.2, 152.9, 149.2, 145.7, 134.2, 126.3, 122.9, 121.3, 120.8, 120.0, 112.4, 70.24, 70.16, 70.09, 70.07, 69.5, 67.1, 49.0, 39.9, 39.3, 27.7, 21.4, 14.9 ppm; IR (ATR, neat): nu=2927, 1703 (CO), 1654 (CO), 1614, 1561, 1200, 1146, 1113, 835 cm-1; MS (ESI): m/z: 920 [M+H+]; HRMS (EI): m/z calcd for C33H34F17N5O6: 919.2238 [M+]; [M+] not found.
The synthetic route of 1,11-Diamino-3,6,9-trioxaundecane has been constantly updated, and we look forward to future research findings.
Reference:
Article; Jeon, Moon-Kook; Kang, Myoung-Ku; Park, Koon Ha; Tetrahedron; vol. 68; 30; (2012); p. 6038 – 6053;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem