A common heterocyclic compound, 583-19-7, name is 1-Bromo-2-ethoxybenzene, molecular formula is C8H9BrO, 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. 583-19-7.
Reference Example 160 In THF (120 ml) was dissolved 1-bromo-2-ethoxybenzene (12.0 g). To the mixture was added dropwise at -78 C. 1.6M n-butyllithium/hexane (41.1 ml), and the mixture was stirred for 1 hour. To the mixture was added dropwise a solution of trimethylborate (12.4 g) in THF (12.4 ml), and the mixture was stirred for 30 minutes and warmed to room temperature. To the mixture was added 2N hydrochloric acid (48 ml), and the mixture was stirred for 15 minutes. The reaction mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was washed with hexane/isopropylether to give 2-ethoxyphenyl borate (7.1 g). 1H-NMR (200 MHz, DMSO-d6) delta 1.37 (3H, t, J=7.0 Hz), 4.09 (2H, q, J=7.0 Hz), 6.89-6.99 (1H, m), 7.33-7.42 (1H, dd, J=7.2, 1.6 Hz), 7.66 (2H, s).
The synthetic route of 1-Bromo-2-ethoxybenzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Takeda Chemical Industries, Ltd.; US6235771; (2001); B1;,
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