Reference of 24034-73-9, 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. 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. A new synthetic method of this compound is introduced below.
This reaction isanalogous to a published procedure,1 with somemodifications as described below. To a stirred solution of geranylgeraniol2 (8, 651 mg, 2.24mmol) and VO(C5H7O2)2 (6 mg, 0.02 mmol) in 1,2-dichloroethane (3 mL), tert-butylhydroperoxide (70 wt% in H2O, 0.35 mL, 2.45 mmol) was added dropwise. The reaction washeated at reflux for 1.5 hours and then allowed to cool to room temperature. After Na2SO4 wasadded to the reaction mixture, it was filtered, the solid was rinsed with EtOAc, and the filtratewas concentrated in vacuo. Purification by flash chromatography (8% EtOAc in hexanes)afforded epoxide 9 (387 mg, 56%) as a clear oil. The 1H NMR and 13C NMR data wereconsistent with literature data.3 The resonance at 16.0 ppm should be labeled as 2C in theliterature report.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,24034-73-9, (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol, and friends who are interested can also refer to it.
Reference:
Article; Wills, Veronica S.; Zhou, Xiang; Allen, Cheryl; Holstein, Sarah A.; Wiemer, David F.; Tetrahedron Letters; vol. 57; 12; (2016); p. 1335 – 1337;,
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