Electric Literature of 38573-88-5, These common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, 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.
Add slowly a solution of 1-methyl-piperidin-4-ol (2.98 g) in DMF (20 mL) into a suspension of sodium hydride (95percent) (0.72 g) in DMF (25 mL) at room temperature. Heat the mixture in an oil bath at 65°C. After 30 MIN., add 1-bromo-2-, 3-DIFLUORO-BENZENE (5.0 g) and stir at 65°C. After 2 hr. , partition the reaction mixture between water and ether, dry over ANHYDROUS sodium sulfate, and evaporate to give a yellow oil. Separate on a silica gel column (110 g, solvent: ether, ETHER-2M NH3 in methanol 19: 1,9 : 1) to obtain 4- (2-bromo-6-fluoro-phenoxy)-1-methyl-piperidine (4.06 g, 54percent yield) and the title compound (1.60 g, 21percent yield). Mass spectrum (electric spray) M/Z = 288 (M+L), 290 (M+2+1) ;1H NMR (CDC13) : 7.12 (m, 1H), 6.92 (m, 2H), 4.30 (m, 1H), 2.69 (m, 2H), 2.30 (s, 3H), 2.28 (m, 2H), 1.97 (m, 2H), 1. 89 (m, 2H).
The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ELI LILLY AND COMPANY; WO2004/94380; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary