1,3-Benzodioxole, 5-bromo-6-(phenylmethoxy)- synthesis

3synthesis methods

Product Name:1,3-Benzodioxole, 5-bromo-6-(phenylmethoxy)-
CAS Number:114250-16-7
Molecular formula:C14H11BrO3
Molecular Weight:307.14

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1,3-Benzodioxole, 5-bromo-6-(phenylmethoxy)-

114250-16-7
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Yield:114250-16-7 76%

Reaction Conditions:

with N-Bromosuccinimide in dichloromethane at 20; for 5 h;

Steps:

4.1 Synthesis of Aromatic Segments

To a solution of 5-(benzyloxy)benzo[d][1,3]dioxole (750 mg, 3.28 mmol) inanhydrous CH2Cl2 (10 mL) at rt was added NBS (702 mg, 3.95 mmol, 1.2 equiv.). Thereaction was stirred at rt for 5 h. Water (10 mL) was added. The mixture was extractedwith EtOAc (15 mL x 2). The combined organic phases were washed with saturated aq.Na2S2O3 (10 mL) and brine (10 mL), dried over anhydrous Na2SO4, filtered, andconcentrated under vacuum. The residue was purified by flash column chromatographywith EtOAc/petroleum ether (1:5, v/v) as eluent to give the product (15, white solid,760 mg, 76 %).

References:

Wang, Xia;Hu, Nvdan;Kong, Wenlong;Song, Baoan;Li, Shengkun [European Journal of Medicinal Chemistry,2022,vol. 227,art. no. 113912] Location in patent:supporting information

533-31-3 Synthesis

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References

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References