Extracurricular laboratory: Synthetic route of 2695-48-9

Electric Literature of 2695-48-9, The chemical industry reduces the impact on the environment during synthesis 2695-48-9, name is 8-Bromo-1-octene, I believe this compound will play a more active role in future production and life.

Example 15(+>Pinanediol oct-7-ene- 1 -boronate In a freshly cleaned, flame dried, 2-neck flask equipped with a reflux condenser and charged with dry N2 gas was added Mg0 (1.4 g, 57 mmol, 1.1 eq) and anhydrous Et2O (20 rnL). To this mixture was added slowly dripped a solution of 8-bromooct-l-ene (10 g, 52.3 mmol) dissolved in dry Et2O (10 mL). After approx. 25% of the ethereal solution had been added the reaction was gently heated to reflux. The refluxing solvent was then kept refluxing by deliberate addition of the bromide solution. Upon completion the reaction was heated at reflux for 1 h, cooled to it, and added slowly to a -780C solution of trimethoxyborane (17.2 mL, 156 mmol, 3 eq) in diethyl ether. The reaction warmed to rt overnight and quenched by addition of a 10% H2SO4 solution (50 mL) and additional Et2O (60 mL). The biphasic solution was extracted with addition Et2O, washed with brine, dried over Na2SO4 and concentrated to approx Vi the original volume. To this was added (+)-pinanediol (8.94 g, 52.3 mmol, 1 eq) and after 2 h the solution was concentrated and purified by flash column chromatography (silica gel, eluted with 2% EtOAc in hexane) to afford (+)- pinanediol oct-7-ene-l-boronate (7.9 mg, 27.2 mmol, 52% yield) as a clear colorless oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 8-Bromo-1-octene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENOMIX CORPORATION; WO2008/70733; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary