Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks
Step 1 A 1-L, three-neck, round bottom flask equipped with a magnetic stirrer and thermometer was purged with nitrogen and charged with anhydrous THF (120 mL), palladium acetate (860 mg 3.83 mmol) and sodium tert-butoxide (11.20 g, 116.5 mmol). The mixture was stirred for 15 min. until the sodium tert-butoxide dissolved. Tri-tert butylphosphine (1.45 g, 7.16 mmol), 2-bromo-5-fluorotoluene (10.50 mL, 83.36 mmol) and 1-tert-butoxycarbonyl-4-piperidone (15.10 g 75.78 mmol) were added, and the reaction was slowly heated at 45-50 C. over a period of 4 hr. The reaction mixture was poured into a solution of sodium bicarbonate (15.0 g) in water (500 mL) and extracted with EtOAc (800 mL). After the organic layer was separated and dried over sodium sulfate, the reaction mixture was concentrated under reduced pressure on a rotary evaporator to dryness to afford 20.0 g of oil. This oil was purified on silica gel flash column and eluted with 15% EtOAc-85% hexane giving 12.8g (56%) of 1-tert-butoxycarbonyl-3-(2-methyl-4-fluoro-phenyl)-4-piperidone as oil which became a solid upon standing at room temperature. GC/MS m/e 307 (M+), RT=4.87 minutes; 1H-NMR (CDCl3); delta 0.68 (t, 3H), (1.4s, 9H), 2.0(s, 3H), 2.6(m, 2H), 3.3(m, 2H), 3.8(m, 1H), 4.3(m, 2H), 6.8 (m 2H), 7.0(m, 1H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Pfizer Inc; US2005/256164; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary