Extended knowledge of 7314-44-5

According to the analysis of related databases, 7314-44-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 7314-44-5, Adding some certain compound to certain chemical reactions, such as: 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol,molecular formula is C9H12O3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7314-44-5.

Preparation 74 2-(2,4-Dimethoxybenzyl)-1,2-thiazinane-1,1-dioxide To a 0.5 M solution of 2,4-dimethoxybenzyl alcohol (4.94 g, 29.3 mmol) in anhydrous diethyl ether was added anhydrous pyridine (4.75 mL, 58.7 mmol). The mixture was cooled to 0 C. and thionyl chloride (5.98 mL, 80.7 mmol) was added slowly over 5-10 mins and the reaction stirred at 0 C. for 1.5 hrs. The reaction mixture was poured into ice water (120 mL) and the layers separated. The aqueous layer was extracted with diethyl ether (2*60 mL) and the combined organic layers washed with ice water (60 mL) and a solution of 5:1 saturated aqueous sodium chloride:saturated aqueous sodium bicarbonate (2*60 mL), dried (anhydrous sodium sulfate), filtered, and concentrated to ?5 mL of liquid. The crude solution was dissolved in benzene (200 mL) and re-concentrated to 10-15 mL of liquid, which was used immediately in the next step. 1,4-butanesultam (2.800 g, 20.7 mmol) in anhydrous N,N-dimethylformamide (50 mL) was cooled to 0 C. and sodium hydride was added in small portions, stirring for 5 min at 0 C. and 1 hr at room temperature. The reaction became a slurry, and was cooled to 0 C. and a solution of 1-(chloromethyl)-2,4-dimethoxybenzene in benzene was added, stirring at 0 C. and slowly warming to room temperature and stirring for 16 hrs. The mixture was poured into water (300 mL) and extracted with ethyl acetate (3*). The combined organic layers were washed with water, saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (15-60% ethyl acetate/hexanes) to give a white solid (4.78 g). 1H NMR (300 MHz, CDCl3) delta 7.28-7.25 (d, 1H, J=8.4 Hz), 6.48-6.45 (dd, 1H, J=2.4, 8.1 Hz), 6.43-6.42 (d, 1H, J=2.1 Hz), 4.29 (s, 2H), 3.79 (s, 6H), 3.31-3.27 (m, 2H), 3.04-3.00 (m, 2H), 2.18-2.15 (m, 2H), 1.60-1.56 (m, 2H). HPLC analysis: (C18, 25-99% acetonitrile in water+0.1% trifluoroacetic acid over 10 mins: retention time, % area at 254 nm): 6.93 min, 98%.

According to the analysis of related databases, 7314-44-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts