Category: 5312-97-0

Electric Literature of 5312-97-0, A common heterocyclic compound, 5312-97-0, name is 2,5-Dimethoxybenzonitrile, molecular formula is C9H9NO2, 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.

General procedure: Dry HCl (g) was bubbled into a stirred solution of nitrile (10 mmol) in propargyl alcohol (1 equiv.) at 0 C for 10 minutes. The vial was capped and stirred warming to rt overnight (18 h). Air was bubbled through the resulting mixture for 10 minutes. The mixture was then diluted with Et2O (20 mL), and the resulting precipitate was collected by vacuum filtration, and washed with Et2O (20 mL). This salt was suspended in CHCl3 (50 mL), to which saturated NaHCO3 (50 mL) was then added. After mixing, the layers were separated, and the aqueous layer was extracted with an additional amount of CHCl3 (20 mL). The combined organic layers were dried over Na2SO4 and concentrated to afford the imidate.

The synthetic route of 5312-97-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fricke, Patrick J.; Stasko, Jenna L.; Robbins, Dylan T.; Gardner, Alexander C.; Stash, Jacqueline; Ferraro, Mark J.; Fennie, Michael W.; Tetrahedron Letters; vol. 58; 48; (2017); p. 4510 – 4513;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 5312-97-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5312-97-0 as follows.

To solution of 2,5-dimethoxybenzonitrile (1.5 g) in dry Et2O (7 mL) was added propyl magnesium chloride (2 M in Et2O, 9.2 mL) and the resulting mixture was heated to 40 C. for 2 h. The mixture was chilled and 4 M HCl (9 mL) was carefully added and it was stirred at ambient temperature for 16 h. The mixture was extracted with EtOAc, the combined organic layers were washed with water, were dried and the volatiles were removed under reduced pressure. The residue was purified by column chromatography (Interchim cartridge 15SiHP/120 g, Cy/EtOAc) to yield the desired compound (57% yield). [0569] LC-MS (Method 1): m/z [M+H]+=209.3 (MW calc.=208.25); Rt=3.5 min

According to the analysis of related databases, 5312-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gruenenthal GmbH; Nordhoff, Sonja; Wachten, Sebastian; Kless, Achim; Voss, Felix; Ritter, Stefanie; US2014/194452; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 5312-97-0, A common heterocyclic compound, 5312-97-0, name is 2,5-Dimethoxybenzonitrile, molecular formula is C9H9NO2, 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.

Intermediate 42a) To solution of 2,5-dimethoxybenzonitrile (1.5 g) in dry Et20 (7 mL) was added propyl magnesium chloride (2 M in Et20, 9.2 mL) and the resulting mixture was heated to 40 C for 2 h. The mixture was chilled and 4 M HCI (9 mL) was carefully added and it was stirred at ambient temperature for 16 h. The mixture was extracted with EtOAc, the combined organic layers were washed with water, were dried and the volatiles were removed under reduced pressure. The residue was purified by column chromatography (Interchim cartridge 15SiHP / 120 g, Cy / EtOAc) to yield the desired compound (57% yield). LC-MS {Method 1): m/z [M+Hf = 209.3 (MW calc. = 208.25); R, = 3.5 min.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; WACHTEN, Sebastian; KLESS, Achim; VOSS, Felix; RITTER, Stefanie; WO2014/108336; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts