Category: 193290-27-6

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 193290-27-6, name is 3-(2-Hydroxyethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 3-(2-Hydroxyethyl)benzonitrile

To a cooled (0 C) solution of S15 (150 mg, 1.019 mmol) (which was prepared as described in Lee, B. C; Choe, Y. S.; Lee, K. H.; Kim, B. T.; Chi, D. Y. J. Labelled Compd. Rad. 2001, 44, S404) in CH2C12(8 mL) were added MsCl (0.16 mL, 2.038 mmol) and Et3N (0.43 mL, 3.057 mmol). After stirring for 0.5 h at 0 C, brine was added. The layers were separated and the aqueous layer was extracted with CH2C12. The combined organic layers were dried over anhydrous Na2S04and concentrated in vacuo. To a cooled (0 C) solution of the crude mixture in THF/DMF (4/1, 15 mL) were added triphenylmethylsilane (TrtSH) (1.13 g, 4.076 mmol) and NaH (60% dispersion in mineral oil, 163 mg, 4.076 mmol). After stirring for 16 h at 25 C, the reaction mixture was quenched by the addition of saturated NH4C1 solution and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2S04and concentrated in vacuo. The residue was purified by column chromatography (silica gel, EtOAc/hexanes = 1/30) to afford S16 (1.8 g, 94% for two steps)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 193290-27-6.

Reference:
Patent; HONG Jiyong; LUESCH Hendrik; WO2015/200699; A2; (2015);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 193290-27-6, These common heterocyclic compound, 193290-27-6, name is 3-(2-Hydroxyethyl)benzonitrile, 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: To a cooled (0 C) solution of S154 (150 mg, 1.019 mmol) in CH2Cl2 (8 mL) were added MsCl (0.16 mL, 2.038 mmol) and Et3N (0.43 mL, 3.057 mmol). After stirring for 0.5 h at 0 C, brine was added. The layers were separated and the aqueous layer was extracted with CH2Cl2. The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. To a cooled (0 C) solution of the crude mixture in THF/DMF (4/1, 15 mL) were added TrtSH (1.13 g, 4.076 mmol) and NaH (60% dispersion in mineral oil, 163 mg, 4.076 mmol). After stirring for 16 h at 25 C, the reaction mixture was quenched by the addition of saturated NH4Cl solution and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, EtOAc/hexanes = 1/30) to afford S16 (1.8 g, 94% for two steps)

Statistics shows that 3-(2-Hydroxyethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 193290-27-6.

Reference:
Article; Kim, Bumki; Park, Heekwang; Salvador, Lilibeth A.; Serrano, Patrick E.; Kwan, Jason C.; Zeller, Sabrina L.; Chen, Qi-Yin; Ryu, Soyoung; Liu, Yanxia; Byeon, Seongrim; Luesch, Hendrik; Hong, Jiyong; Bioorganic and Medicinal Chemistry Letters; vol. 24; 16; (2014); p. 3728 – 3731;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 193290-27-6, name is 3-(2-Hydroxyethyl)benzonitrile, belongs to nitriles-buliding-blocks compound, 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 193290-27-6, Safety of 3-(2-Hydroxyethyl)benzonitrile

To a solution of 3-(2-hydroxy-ethyl)-benzonitrile (1 g; 6.79 mmol) in toluene (20 ml_), was added tetrabutylammonium hydrogen sulfate (230.70 mg; 0.68 mmol; 0.10 eq.) and NaOH (20 ml 5 M; 10 mmol) followed by the addition of tert-butyl bromoacetate (2 ml 13.59 mmol). Reaction mixture was stirred at RT under vigorous stirring for 9h. After this time, the aqueous phase was removed and the organic phase was diluted with EtOAc (50 ml_), washed with water (50 ml_) and brine (50 ml_). The combined organic layers were dried over magnesium sulfate, filtered and concentrated to give the title compound as a yellow powder (1.42 g; 80%). 1H NMR (DMSO-d6, 300 MHz) delta 7.74-7.73 (m, 1 H), 7.68-7.65 (m, 1 H), 7.63- 7.59 (m, 1 H), 7.51-7.46 (m, 1 H), 3.97 (s, 2H), 3.69 (t, J = 6.5 Hz, 2H), 2.88 (t, J = 6.5 Hz, 2H), 1.40 (s, 9H). LC/MS (Method B): 262.1 (M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SERONO S.A.; WO2009/43889; (2009); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts