The common heterocyclic compound, 2615-15-8, name is 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol, molecular formula is C12H26O7, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 2615-15-8
17-Hydroxy-3,6,9,12,15-pentaoxaheptadecyl 4-methylbenzenesulfonate (33) To a chilled (0 C.) solution of hexaethylene glycol (5.41 g, 19.2 mmol) in DCM (191 mL) were added TsCl (4.02 g, 21.1 mmol), Ag2O (6.67 g, 28.8 mmol), and KI (0.64 g, 3.84 mmol). After stirring for 20 min the reaction mixture was filtered through a 4 cm pad of celite and flushed with EtOAc. The resulted filtrate was concentrated under reduced pressure to give a yellow oil. The crude product was purified via silica flash chromatography using 3:2 DCM/Acetone as an eluent, providing 33 (6.24 g, 75%): 1H NMR (300 MHz, CDCl3) delta 7.79 (d, J=8.2 Hz, 2H), 7.33 (d, J=8.2 Hz, 2H), 4.23-4.07 (m, 2H), 3.82-3.51 (m, 22H), 2.55 (d, J=6.0 Hz, 1H), 2.44 (s, 3H).
The synthetic route of 2615-15-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; State of Oregon, acting by and through the State Board of Higher Education on Behalf of University; Johnson, Darren W.; Carroll, Calden; Haley, Michael M.; Engle, Jeff; US2014/31559; (2014); A1;,
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