Reference of 1984-58-3,Some common heterocyclic compound, 1984-58-3, name is 1,4-Dichloro-2-methoxybenzene, molecular formula is C7H6Cl2O, 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.
900 mL of ammonia was condensed at -78 C. 1 g of thinly shaven strips of sodium was added followed by 1.0 g of iron (III) nitrate nonahydrate. Upon disappearance of the deep blue color 25 g of thinly shaven strips of sodium was added. After 30 mins of stirring at -78 C., 50 g of 2,5-dichloroanisole was added as a solution in hexane (70 mL) dropwise and the reaction warmed to -45 C. for 2 hrs. Upon completion the ammonia was allowed to evaporate. The crude pot was then diluted in chloroform and 100 g of NH4Cl was added slowly. The combines were taken up in a separatory funnel and washed with water (3*) followed by brine (1*). The organic layer was dried over sodium sulfate and concentrated in vacuo. The resulting solid can be used without further purification. Yield: 99%. 1H NMR (400 MHz, DMSO) delta 6.98 (d, J=8.4, 1H), 6.34 (d, J=1.8, 1H), 6.16 (dd, J=8.4, 1.9, 1H), 5.23 (s, 2H), 3.74 (s, 3H). 13C NMR (101 MHz, DMSO) delta 154.90, 149.16, 129.68, 107.02, 106.74, 98.66, 55.38. HRMS (ESI) calculated for C7H8ClNO [M+H]+: 157.0367. found: 157.0361.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dichloro-2-methoxybenzene, its application will become more common.
Reference:
Patent; Manetsch, Roman; Cross, Richard Matthew; Namelikonda, Niranjan Kumar; Kyle, Dennis Edward; Mutka, Tina Susanna; LaCrue, Alexis Nichole; Maignan, Jordany Richarlson; Saenz, Fabian Ernesto; US2013/123258; (2013); A1;,
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