Electric Literature of 52898-49-4, A common heterocyclic compound, 52898-49-4, name is N,4-Dimethoxy-N-methylbenzamide, molecular formula is C10H13NO3, 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.
The preparation method is as follows:Ethylene glycol acetal (458 mg, 2 mmol) of 3-bromobenzaldehyde,Dissolved in 5 mL of dry tetrahydrofuran,N-Butyllithium (0.8 mL, 2 mmol) was slowly added dropwise at -70 C,After 1 hour, N-methyl-N-methoxy 4-methoxybenzamide (332 mg, 1.7 mmol) was added slowly at -70 C,The reaction was continued at -70 C for 2 hours,The reaction was quenched by adding 5 mL saturated brine and the organic phase was extracted with ethyl acetate (10 mL * 3)The combined organic phase,Drying over anhydrous sodium sulfate. Spin the solvent,Column chromatography (petroleum ether: ethyl acetate = 20: 1 as eluant),The reaction product 386mg.The reaction product was dissolved in 5 mL of dry methanol,1mL 6N hydrochloric acid was added at room temperature, the reaction for 1 hour,The reaction was quenched by addition of saturated sodium bicarbonate solution,The organic phase was extracted with ethyl acetate (10 mL * 3), the organic phases were combined,Drying over anhydrous sodium sulfate. Spin the solvent,Column chromatography (petroleum ether: ethyl acetate = 20: 1 as eluant),The reaction product of 3- (4-methoxybenzoyl) formylbenzaldehyde 294mg, 72% yield in two steps.
The synthetic route of 52898-49-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.; Li Wenbao; Sun Tianwen; Wang Shixiao; Zhao Jianchun; Hou Yingwei; Guan Huashi; (16 pag.)CN107286137; (2017); A;,
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