In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 50592-87-5 as follows. category: ethers-buliding-blocks
In an appropriate vessel for microwave was mixed 1-bromo-6-methoxyhexane (183 mg ; 0.94 mmol ; 1eq) and tributylphosphine (209 mg (95% pure : 220 mg) ; 1.03 mmol ; 1.1 eq) under inert atmosphere (glove box). Then the mixture was irradiated under microwave (200W) at 130C for 2 hours. The obtained viscous mixture was washed, triturated and centrifuged twice with Et2O, then the supernatant was removed and the obtained residue was taken up into DCM and dried over high vacuum. It led to a pale yellow oil (338 mg ; 0.85 mmol ; 90%). 1H-NMR (CDCl3, 400MHz): delta 3.36 (t, 2H, J 6.4 Hz), 3.31 (s, 3H), 2.41 (m, 8H), 1.47-1.61 (br, 18H), 1.41 (quint, 2H, J 7.2), 0.96 (t, 9H, J 6.6 Hz). 13C-NMR (101 MHz ; CDCl3): delta 72.5, 58.7, 30.7, 29.3, 25.7, 24.1, 22, 19.5, 19, 13.6 ; 9 signals obscured or overlapping. 31P-NMR (162 MHz ; CDCl3): delta 33.78. ESI MS : 317.3 m/z : M+ ; 713.5 m/z : [Br-M+]M+. Elemental analysis: calc % (C19H42BrOP 1/3 CH2Cl2): C, 53.24 ; H, 9.85. Found %: C, 52.94 ; H, 10.22.
According to the analysis of related databases, 50592-87-5, the application of this compound in the production field has become more and more popular.
Reference:
Article; Brunel, Frederic; Lautard, Christelle; Garzino, Frederic; Giorgio, Suzanne; Raimundo, Jean M.; Bolla, Jean M.; Camplo, Michel; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3770 – 3773;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem