Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2695-48-9, Formula: C8H15Br
Intermediate 104b tert-butyl 4-hydroxydodec-11-enoate Magnesium turnings (307 mg, 12.64 mmol) was weighed into a pre-dried flask and dried in an oven at 120 C for 2 hours. The flask was removed from the oven, sealed, and cooled to ambient temperature. To the flask, 6 ml_ of anhydrous THF and one particle of iodine was added, followed by addition of 8-bromooct-1-ene (1.570 g, 8.22 mmol). A condenser was added to the flask, and the whole system was exhanged with N2 and protected under N2 ballon. The reaction was heated with a heating until the brown color from the iodine disipated. The reaction was heated at reflux until most of magnesium was consumed (about 1.5 hr), then cooled to room temperature. To a solution of Intermediate 104a (1.0g, 6.32mmol) in 25ml THF cooled in a dry-ice acetone bath, the freshly prepared Grignard reagent was added dropwise. The reaction was stirred for 1 h, then warmed to ambient temperature. The reaction was quenched with sat. aq. NaHC03, and extracted with ethyl acetate. The combined organics were dried over sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and purfied on silica gel with 10% ethyl acetate / heptane to afford the desired product (890mg, 60%). 1H NMR (400 MHz, CDCI3) delta = 5.61-5.85 (m, 1 H), 4.80-4.98 (m, 2H), 3.48-3.62 (m, 1 H), 2.26-2.36 (t, J=7.5Hz, 2H), 1.50- 1.78 (m, 4H), 1.35-1.44 (m, 19H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it.
Reference:
Patent; NOVARTIS AG; BRITO, Luis; CHEN, Delai; GAMBER, Gabriel Grant; GEALL, Andrew; LOVE, Kevin; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95346; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary