With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.
A mixture of 58 (3g, 16.75mmol) and potassium thioacetate CH3COSK (3.4g, 33.5mmol) in DMF (60mL) was stirred at 90C for 2h. The reaction mixture was poured into cold water and then extracted with ethyl acetate (3¡Á30mL). The combined organic layers were washed with water (3¡Á60mL) and brine (30mL), and then dried over anhydrous MgSO4 and evaporated to dryness. The crude product was purified by silica gel flash chromatography (eluting with ethyl acetate in petroleum ether 2-5%) to give the title compound 59 as a yellow oil, (1.8g, yield=69%). 1H NMR (400MHz, CDCl3) delta 3.94 (dd, J=11.6Hz, 4.4Hz, 2H), 3.36-3.33 (m, 2H), 2.81 (d, J=6.4Hz, 2H), 2.32 (s, 3H), 1.69-1.65 (m, 3H), 1.30 (qd, J=12.4Hz, 4.0Hz, 2H); LC/MS (ESI, m/z) 175.08 [M+H]+., 125552-89-8
As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.
Reference£º
Article; Wang, Beilei; Wu, Jiaxin; Wu, Yun; Chen, Cheng; Zou, Fengming; Wang, Aoli; Wu, Hong; Hu, Zhenquan; Jiang, Zongru; Liu, Qingwang; Wang, Wei; Zhang, Yicong; Liu, Feiyang; Zhao, Ming; Hu, Jie; Huang, Tao; Ge, Juan; Wang, Li; Ren, Tao; Wang, Yuxin; Liu, Jing; Liu, Qingsong; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 896 – 916;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics