Related Products of 59365-66-1 , The common heterocyclic compound, 59365-66-1, name is 3-(3,5-Dimethylphenoxy)propane-1,2-diol, molecular formula is C11H16O3, 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.
A mixture of 3-(3,5-dimethylphenoxy)propane-1,2-diol (1.00 g, 5.10 mmol) and urea (0.618 g, 10.29 mmol) was heated at 185-195 C. for about 6 hours. The resulting brown viscous material was cooled to ambient temperature and partitioned between water and chloroform. The organic layer was concentrated in vacuo to provide a crude residue that was purified by Preparative HPLC on a Zodiacsil C18 (250*33 mm, 10mu) column (eluding with acetonitrile/0.1% formic acid (55:45) at a flow rate of 48 mL/min). The title compound eluted at 5.74 min. Following standard extractive workup with ethyl acetate, the solvent was removed in vacuo to yield the title compound as a white solid (0.180 g, 16%). m.p. 121-124 C.; 1H NMR (400 MHz, CDCl3) delta 2.29 (s, 6H), 3.57-3.63 (m, 1H), 3.72-3.79 (m, 1H), 4.07-4.16 (m, 2H), 4.90-4.98 (m, 1H), 5.02 (br, exchangeable with D2O, 1H), 6.54 (s, 2H), 6.64 (s, 1H); IR (KBr) upsilon 3283, 1734, 1600, 1321, 1236 cm-1; MS 222 (M+1).
The synthetic route of 59365-66-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2009/270469; (2009); A1;,
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