Synthetic Route of 592-55-2, A common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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 suspension of methyl 3-hydroxybenzoate (104 mg, 0.68 mmol), 2-bromoethyl ethyl ether (0.22 mL, 2.0 mmol) and K2CO3 (550 mg, 4.0 mmol) in DMF (13 mL) was stirred for 16 h at 70 C. After addition of a saturated solution of NaHCO3 the mixture was extracted with EtOAc. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (hexane/EtOAc 5:1) to give 4a in 89% yield (136 mg). EI-MS: m/z 224 (M+); 1H NMR: (CDCl3, 360 MHz) delta (ppm): 1.25 (t, J = 7.0 Hz, 3H), 3.61 (q, J = 7.0 Hz, 2H), 3.78-3.83 (m, 2H), 3.91 (s, 3H), 4.14-4.19 (m, 2H), 7.11-7.15 (m, 1H), 7.33 (t, J = 8.0 Hz, 1H), 7.58-7.60 (m, 1H), 7.61-7.65 (m, 1H); 13C NMR: (CDCl3, 90 MHz) delta (ppm): 15.1, 52.1, 66.9, 67.7, 68.9, 114.8, 120.2, 122.2, 129.4, 131.4, 158.9, 167.0; IR: (NaCl) nu (cm-1): 2872, 1724, 1445, 1289, 1230, 1109, 756.
The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 455 – 466;,
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