The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24434-84-2,Benzo[b]thiophene-3-carbonitrile,as a common compound, the synthetic route is as follows.
General procedure:To a stirred solution of benzo[b]thiophene-3-carbonitrile (1.23 g, 7.7 mmol) in appropriate anhydrous solvent (15 mL) were slowly added 3 equiv of bromine (1.2 mL, 23.1 mmol). The resulting mixture was stirred at room temperature overnight. If the reaction was not complete (as observed by TLC or 1H NMR), additional bromine was added (0.5 equiv per 0.5 equiv) until total consumption of the starting material. Then the mixture was partitioned between CH2Cl2 (120 mL) and 10% aqueous NaHCO3 solution (120 mL). To this biphasic solution was added dropwise, under vigorous stirring, saturated aqueous Na2S2O3 solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted twice with CH2Cl2 (2 ¡Á 50 mL). The combined extract was dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash chromatography (SiO2, cyclohexane/EtOAc 93:7) to afford the pure desired product.To a stirred solution of benzo[b]thiophene-3-carbonitrile (1.23 g, 7.7 mmol) in appropriate anhydrous solvent (15 mL) were slowly added 3 equiv of bromine (1.2 mL, 23.1 mmol). The resulting mixture was stirred at room temperature overnight. If the reaction was not complete (as observed by TLC or 1H NMR), additional bromine was added (0.5 equiv per 0.5 equiv) until total consumption of the starting material. Then the mixture was partitioned between CH2Cl2 (120 mL) and 10% aqueous NaHCO3 solution (120 mL). To this biphasic solution was added dropwise, under vigorous stirring, saturated aqueous Na2S2O3 solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted twice with CH2Cl2 (2 ¡Á 50 mL). The combined extract was dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash chromatography (SiO2, cyclohexane/EtOAc 93:7) to afford the pure desired product., 24434-84-2
The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Liger, Francois; Pellet-Rostaing, Stephane; Popowycz, Florence; Lemaire, Marc; Tetrahedron Letters; vol. 52; 29; (2011); p. 3736 – 3739;,
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