New downstream synthetic route of Bicyclo[2.2.2]octane-1,4-diyldimethanol

According to the analysis of related databases, 826-45-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 826-45-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 826-45-9, name is Bicyclo[2.2.2]octane-1,4-diyldimethanol. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 13 (1.00 g, 5.8737 mmol) in 5 ml of DMF was added dropwise to a suspension of NaH (352.4 mg, 8.81 mmol) in 5ml of DMF at 0¡ãC under Ar atmosphere, and the reaction mixture was stirred at room temperature for 1 h. A solution of 14 (2.0464 g, 5.874 mmol) in 5ml of DMF was added to the reaction mixture at 0¡ãC, and the mixture was stirred at room temperature overnight. DMF was removed under reduced pressure, and the residue was quenched with 3 ml of cold water, extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate : n-hexane 1 : 4) to give 16 (471.7 mg, 23percent) as colorless oil. 1H-NMR (400 MHz, CDCl3) 1.46-1.39 (m, 12 H), 1.60 (dd, J = 1.37, 13.28 Hz, 1 H) 1.86 (dq, J = 5.38, 13.28 Hz,1 H), 3.17-3.11 (m, 2 H), 3.27 (s, 2 H), 3.45-3.42 (m, 1 H), 3.61-3.58 (m, 1 H), 4.15-3.95 (m, 2 H), 4.31-4.23 (m, 1 H), 5.51 (s, 1 H), 7.38-7.32 (m, 3 H), 7.49 (d, J= 8.3 Hz, 2 H).

According to the analysis of related databases, 826-45-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wongmayura, Angsuma; Fujii, Shinya; Ito, Shigeru; Kano, Atsushi; Taoda, Yoshiyuki; Kawachi, Emiko; Kagechika, Hiroyuki; Tanatani, Aya; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1756 – 1760;,
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Extracurricular laboratory: Synthetic route of 826-45-9

Statistics shows that 826-45-9 is playing an increasingly important role. we look forward to future research findings about Bicyclo[2.2.2]octane-1,4-diyldimethanol.

Reference of 826-45-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.826-45-9, name is Bicyclo[2.2.2]octane-1,4-diyldimethanol, molecular formula is C10H18O2, molecular weight is 170.25, as common compound, the synthetic route is as follows.

At atmospheric conditions, 2g of bicyclo[2.2.2]octane-1 ,4-diyldimetanol, 40MI of p-xylene, and 2g of Raney Nickel 3200 were added to a 100 imL autoclave reactor. The reactor was then purged with 300 psig of nitrogen, then venting the pressure to atmospheric. Condense 15g of ammonia gas to a blowcase and use 300 psig of N2 to push the ammonia to the autoclave. Agitation at 800 rpm was then commenced, and the temperature was slowly increased to 250 oC while allowing pressure to rise. Bring the reactor pressure down to 2800-2900 psig if pressure exceeds 3000 psig. After the temperature reaches 250 ¡ãC, hold these conditions (250 ¡ãC and 2000 psig) for 8 hours. (0275) [00107] After 8hours of reaction, the agitation was stopped, and the heat turned off to let the autoclave start cooling. After cooling to room temperature, pressure was released, and the system was purged three times with 100 psig of nitrogen. Vent the autoclave and discharge the reaction mixture from the autoclave and analyze by GC- MS and 1 H NMR, showing bicyclo[2.2.2]octane-1 ,4-diyldimethanamine as major product with small amount of 4-(aminomethyl)bicyclo[2.2.2]octane-1 -carbaldehyde. The conversion of bicyclo[2.2.2]octane-1 ,4-diyldimetanol is 100percent.

Statistics shows that 826-45-9 is playing an increasingly important role. we look forward to future research findings about Bicyclo[2.2.2]octane-1,4-diyldimethanol.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; HU, Yue, Rachel; HEMBRE, Robert, Thomas; TUSTIN, Gerald, Charles; LIU, Zhufang; ADAMS, Steven, J.; CLARKSON, Jasper, Randle; (59 pag.)WO2019/75004; (2019); A1;,
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Alcohols – Chemistry LibreTexts