2270-59-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2270-59-9 as follows.
General procedure: In a well-ventilated fume hood, a 15 mL round-bottomed flaskequipped with a Teflon-coated magnetic stirrer bar was chargedwith NiBr2¡¤3H2O (40.9 mg, 0.150 mmol, 0.05 equiv), bathophenanthroline(4; 49.9 mg, 0.150 mmol, 0.05 equiv), DMF (2.0 mL), andalkyl bromide 2 (3.3 mmol, 1.1 equiv). The vessel was stopperedwith a rubber septum and heated to 40 C in a fume hood until agreen homogeneous solution formed (~20 min). The vessel wasthen removed from the heat and 2-halopyridine 1 (3.00 mmol, 1.00equiv) and manganese(0) (-325 mesh; 330 mg, 6.00 mmol, 2.00equiv) were added. The vessel was resealed with the septum, purgedwith argon, and heated again to 40 C while the progress of the reactionwas monitored by GC analysis of aliquots of the crude reactionmixture. In general, the mixtures turned dark brown or blackwhen the reaction was complete. Upon completion of the reaction,the mixture was cooled to r.t., diluted with Et2O (10 mL), and filteredthrough a short pad of Celite 545 (approx. 1 ¡Á 1 ¡Á 1 inch) wettedwith Et2O (~10 mL) to remove metal salts. The Celite pad waswashed with additional Et2O (2 ¡Á 10 mL), and the filtrate was transferredto a separatory funnel and washed with 1 M aq NH4Cl (10mL). The layers were separated and the aqueous layer was washedwith additional Et2O (3 ¡Á 10 mL). The organic extracts were combined,washed with brine (10 mL), dried (MgSO4), filtered, and concentratedunder reduced pressure. The crude products were purifiedby flash column chromatography on silica gel.
According to the analysis of related databases, 5-Bromo-2-methylpent-2-ene, the application of this compound in the production field has become more and more popular.
Reference:
Article; Everson, Daniel A.; Buonomo, Joseph A.; Weix, Daniel J.; Synlett; vol. 25; 2; (2014); p. 233 – 238;,
Bromide – Wikipedia,
bromide – Wiktionary