Extended knowledge of 2-Chloro-5-fluorobenzyl alcohol

According to the analysis of related databases, 261762-59-8, the application of this compound in the production field has become more and more popular.

Electric Literature of 261762-59-8, 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 261762-59-8, name is 2-Chloro-5-fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

The solution of 2-chloro-5-fluoro-benzoic acid (4.00 g, 23.0 mmol) in THE (200 ml) was added triethylamine (4.14 ml, 29.9 mmol). At -30 C, the mixture was added ethyl chloroformate (2.62 ml, 27.8 mmol) and stirred for 10 min. The solution was added sodium borohydrate (2.60 g, 68.9 mmol) and stirred for 5 min. The mixture was added H2O (10 ml) and stirred for 20 min at room temperature. The solution was concentrated in vacuo and the residue was added CHCl3 and 1 N HClaq. The organic layer was washed with 1 N NaOHaq and dried over Na2SO4. The solution was removed in reduced pressure. The residue was washed with n-hexane to give alcohol as a colorless solid. To the CH2Cl2 suspention of dimethylsulfoxide (2.43 ml, 34.2 mmol) was added a solution of oxalyl chloride (1.47 ml, 17.1 mmol) in 50 ml of dry CH2Cl2 at -78 C, and the resulting mixture was stirred for 20 min. CH2Cl2 (15 ml) solution of the alcohol was added at -78 C. The mixture was allowed to warm to -40 C for 1 h. The mixture was added triethylamine (7.89 ml, 57.0 mmol), allowed to warm to room temperature, and was treated with 0.1 N HClaq. The organic layer was washed with saturated Na2CO3aq, dried over Na2SO4, and concentrated in vacuo to give the title compound (1.33 g, 37%) as a colorless solid after trituration with n-hexane. 1H NMR (400 MHz, CDCl3) delta 7.22-7.28 (1H, m), 7.41-7.47 (1H, m), 7.58-7.64 (1H, m), 10.42 (1H, d, J = 3.2 Hz). MS (EI) m/z 158 M+.

According to the analysis of related databases, 261762-59-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ichikawa, Masanori; Yokomizo, Aki; Itoh, Masao; Sugita, Kazuyuki; Usui, Hiroyuki; Shimizu, Hironari; Suzuki, Makoto; Terayama, Koji; Kanda, Akira; Bioorganic and Medicinal Chemistry; vol. 19; 6; (2011); p. 1930 – 1949;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts