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. 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H9BrO2
To magnesium (290 g, 12 mmol), 1-bromo-3,5-dimethoxybenzene(0.86 g 4.0 mmol) in THF (20 mL) was added dropwise under nitrogen atmosphere. The mixture was refluxed until magnesium was consumed and cooled to 0C subsequently. To the solution allylbromide (1.2 mL, 15 mmol) was added dropwise. After stirring for 2 h at room temperature the mixture was quenched with sat. NH4Cl aq. was added and extracted with ether and the subsequent purification by flash column chromatography (hexane-ethyl acetate=19 : 1) afforded 1-allyl-3,5-dimethoxybenzene (356 mg, 50%). The mixture of CS2 (35 mL), Al (0.40 g 74 mmol) and I2 (3 g 118 mmol) was refluxed for 2 hs and cooled down to room temperature. To the stirred solution, a solution of 1-allyl-3,5-dimethoxybenzene (0.75 g, 4.2 mmol) in CS2 (35 mL) was added dropwise. The reaction mixture was stirred under reflux for 12 h. The reaction mixture was quenched with water and extracted with Et2O. The combined organic phase washed with 1 M Na2S2O3 aqueous solution and dried over Na2SO4. The solvent was removed and the resulting residue was dissolved in THF, subsequent purification by flash column chromatography (CHCl3-methanol=5 : 1) afforded 2-allylhydroquinone (34 mg, 6%).
The synthetic route of 20469-65-2 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Nishiwaki, Keiji; Ohigashi, Kanae; Deguchi, Takahiro; Murata, Kazuya; Nakamura, Shinya; Matsuda, Hideaki; Nakanishi, Isao; Chemical and Pharmaceutical Bulletin; vol. 66; 7; (2018); p. 741 – 747;,
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Ether | (C2H5)2O – PubChem