Application of 24743-14-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24743-14-4 name is 3-(3-Methoxyphenyl)-1-propene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
1-Allyl-3-methoxybenzene (prepared in accordance with the reference [Journal of Organic Chemistry, 2013, vol. 78, p.9772-9780]; 2.44 g, 16.5 mmol) was dissolved in THF (19 mL), slowly added with 9-BBN (0.5M THF solution, 39.5 mL, 19.8 mmol), and stirred at room temperature for 2 hours. The reaction mixture was added with the compound obtained in (6.5 g, 18.1 mmol), K2CO3 (6.83 g, 49.3 mmol) and DMF (38mL), and then substituted with nitrogen. Subsequently, the mixture was added with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (672 mg, 0.823 mmol), and then stirred at 110C for 15 hours. The reaction mixture was cooled to room temperature, added with a saturated NH4Cl aqueous solution, and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography to obtain the title compound (colorless oil, 3.49 g, 55% yield). (1343) 1H NMR (600 MHz, CDCl3) delta 8.09 (d, 1H), 7.21 (t, 1H), 7.00 (d, 1H), 6.79 (d, 1H), 6.76 – 6.74 (m, 2H), 3.92 (s, 3H), 3.80 (s, 3H), 2.76 (dd, 2H), 2.68 (t, 2H), 1.98 – 1.93 (m, 2H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(3-Methoxyphenyl)-1-propene, and friends who are interested can also refer to it.
Reference:
Patent; SK Chemicals Co., Ltd.; LEE, Ju Young; LEE, Jeong A; AHN, Jaeseung; RYU, Je Ho; HAN, Min-Young; YOO, Taekyung; SA, Joon Ho; KIM, Jae-Sun; (297 pag.)EP2963027; (2016); A1;,
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