Application of 10602-04-7, 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. 10602-04-7, name is (4-Ethynylphenyl)methanol. A new synthetic method of this compound is introduced below.
General procedure: 4.1.4.1. General procedure for the coupling of a terminal alkynewith an aryl halide using a palladium-catalyzed cross-coupling (Sonogashira)protocol. To an oven-dried round-bottom flask or screwcap tube equipped with a magnetic stir bar were added the arylhalide, the terminal alkyne, PdCl2(PPh3)2 or PdCl2(PhCN)2 (w2 molpercent per aryl halide), CuI (w4 mol percent per aryl halide), and in the case ofusing PdCl2(PhCN)2, alsow4 mol percent per aryl halide of HP(tert-Bu)3. Asolvent system of TEA and/or THF was added depending on thesubstrates. Upon completion, the reaction was quenched witha saturated solution of NH4Cl. The organic layer was then dilutedwith diethyl ether or CH2Cl2, and washed with water or saturatedNH4Cl (1). The combined aqueous layers were extracted withhexanes, diethyl ether, or CH2Cl2 (2). The combined organic layerswere dried over MgSO4 and filtered, and the solvent was removedfrom the filtrate in vacuo to afford the crude product, which waspurified by column chromatography (silica gel). Eluents and otherslight modifications are described below for each compound. 4.1.5.2. BODIPY (7). See the general procedure for the Pd/Cucoupling reaction. The materials used were BODIPY 621 (610 mg,1.35 mmol), 4-ethynylbenzyl alcohol22 (269 mg, 2.03 mmol),PdCl2(PPh3)2 (47.4 mg, 0.07 mmol), CuI (26.0 mg, 0.135 mmol), TEA(20.0 mL), and THF (60.0 mL) at rt overnight. The residue wassuspended in 35 mL of MeOH. The suspension was heated using anoil bath until the mixture started boiling. The heating was thenturned off, and the mixture was allowed to cool inside the oil bath.The resultant solid was filtered under vacuum and washed withcold EtOH. After drying the product in vacuum, BODIPY 7 was obtainedas an orange solid (556 mg, 1.22 mmol, 91percent).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10602-04-7, its application will become more common.
Reference:
Article; Godoy, Jazmin; Garcia-Lopez, Victor; Wang, Lin-Yung; Rondeau-Gagne, Simon; Link, Stephan; Marti, Angel A.; Tour, James M.; Tetrahedron; vol. 71; 35; (2015); p. 5965 – 5972;,
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