Continuously updated synthesis method about

Some common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, molecular formula is C12H12N2O2, 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. Formula: C12H12N2O2

General Procedure 2 (PG 2):3-Methoxy-4-(4-methyl-imidazol-l-yl)-benzaldehyde, phosphonium salt, and lithium hydroxide hydrate were placed in a flask under nitrogen. Solvents were added and the reaction mixture stirred for 16h at room temperature. The reaction mixture was diluted with saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The combined organic layers were washed with brine and dried over magnesium sulfate. After solvent evaporation the crude material was purified by chromatography on silica gel.; Example 4 2-{(E)-2-[3-Methoxy-4-(4-methyl-imidazol-l-yl)-phenyl]-vinyl}-lH-benzimidazole Aldehyde (150 mg, 0.69 mmol), phosphonium salt (357 mg, 0.83 mmol), LiOH H2O (87 mg, 2.08 mmol), THF (4.5 mL), and ethanol (1.5 mL) according the GP 2 gave the title compound (178 mg) as a colorless solid after recrystallization from ethyl acetate.1H (600 MHz, dmso-d6): 2.14 (s, 3H), 3.90 (s, 3H), 7.15T7.17 (m, 3H), 7.29-7.34 (m, 3H), 7.39-7.41 (m, 3H), 7.66 (d, J= 16.4 Hz, IH), 7.80 (s, IH).LCMS (ESI): calcd for C20H19N4O [M+H]+ 331.1, found 331.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 870837-18-6, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2008/97538; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem