Related Products of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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.
A solution of 3j (0.360?g, 2.00?mmol) and 1-bromo-2,4-dimethoxypropane (11, 0.330?mL, 2.44?mmol) in acetic acid (4.0?mL) was stirred at reflux for 3?h. After the solution was cooled to room temperature and concentrated, it was diluted with EtOAc and washed with water and saturated NaHCO3(aq). The organic layer was dried over MgSO4(s), filtered, and concentrated to afford a residue, which was purified by Isco Combi-Flash Companion column chromatography (0-20% EtOAc in n-hexane) to give 12 (0.114?g, 26%) as a yellow solid. 1H NMR (CDCl3, 300?MHz) delta 7.57 (d, 1H), 7.27-7.20 (m, 2H), 7.11 (dd, 1H), 7.05 (br s, 1H), 6.13 (s, 1H), 2.66 (q, 2H), 2.28 (s, 3H), 1.23 (t, 3H); 13C NMR (CDCl3, 75?MHz) delta 167.32, 148.57, 138.25, 136.07, 129.23, 127.04, 125.08, 121.85, 101.53, 24.32, 17.23, 14.25; HPLC Purity?=?100%, tR?=?29.20?min; LC-MS (ESI) m/z: 219.0 [M + H]+; HRMS (ESI): m/z calculated for C12H15N2S [M + H]+: 219.0956 Found: 219.0950.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,2-dimethoxypropane, its application will become more common.
Reference:
Article; Lin, Shu-Yu; Kuo, Yu-Hsien; Tien, Ya-Wen; Ke, Yi-Yu; Chang, Wan-Ting; Chang, Hsiao-Fu; Ou, Li-Chin; Law, Ping-Yee; Xi, Jing-Hua; Tao, Pao-Luh; Loh, Horace H.; Chao, Yu-Sheng; Shih, Chuan; Chen, Chiung-Tong; Yeh, Shiu-Hwa; Ueng, Shau-Hua; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 312 – 323;,
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