Reference of 6943-97-1,Some common heterocyclic compound, 6943-97-1, name is 1-(3-Bromopropyl)-3-methoxybenzene, molecular formula is C10H13BrO, 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.
General procedure: A flask containing solution of Mg turnings (271 mg, 11.31 mmol) in THF (10 mL) and a few crystals of iodine under nitrogen was added a solution of compound 15 (2.42 g, 11.31 mmol) in THF (15 mL) drop wise and reflux for 3 hrs. After 3 hrs the majority of the Mg had dissolved and a clear grayish colored solution had formed. The solution was cooled to 0 C and a solution of compound 16 (1.5 g, 7.07 mmol) in THF was added drop wise. The mixture was allowed to warm slowly to rt and reaction was monitored by tlc. Once the starting material is consumed the reaction mixture was quenched by saturated aqueous NH4Cl solution (30 mL). The reaction mixture was extracted with EtOAc (20 mL x 3) and layer was separated and washed with brine and dried over MgSO4. Removal of solvent and drying under vacuum provided the crude product that was separated by flash chromatography.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(3-Bromopropyl)-3-methoxybenzene, its application will become more common.
Reference:
Article; Asim, Muhammad; Klonowska, Daria; Choueiri, Christine; Korobkov, Ilia; Carlson, Kathryn E.; Katzenellenbogen, John A.; Durst, Tony; Bioorganic and Medicinal Chemistry Letters; vol. 22; 11; (2012); p. 3713 – 3717;,
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