1-(BENZYLOXY)-4-BROMO-2-METHOXYBENZENE Chemical Properties

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

color 

White to Off-White

1-(BENZYLOXY)-4-BROMO-2-METHOXYBENZENE Usage And Synthesis

Synthesis

Step 1: Synthesis of 1-(benzyloxy)-4-bromo-2-methoxybenzene (2). Potassium carbonate (K2CO3, 30.5 g, 221 mmol) and benzyl bromide (18.9 g, 171 mmol) were added to a solution of N,N-dimethylformamide (DMF, 150 mL) containing 4-bromo-2-methoxyphenol (15 g, 73.8 mmol). The reaction mixture was stirred at 100 °C for 2 hours. Upon completion of the reaction, the reaction was quenched by the addition of water and the organic layer was extracted with ethyl acetate (EtOAc). The organic phases were combined and concentrated. The crude product was purified by column chromatography to afford the target compound 2 (17.6 g, 86% yield).

References

[1] Patent: US2005/43300, 2005, A1. Location in patent: Page/Page column 39
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 14, p. 2793 - 2799
[3] Journal of Organic Chemistry, 2002, vol. 67, # 10, p. 3425 - 3436
[4] Patent: WO2018/64557, 2018, A1. Location in patent: Paragraph 0444; 0445; 0446; 0447
[5] Patent: US2006/264473, 2006, A1. Location in patent: Page/Page column 5

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