5-[(1E)-2-(4-Chlorophenyl)ethenyl]-1,3-benzenediol synthesis
- Product Name:5-[(1E)-2-(4-Chlorophenyl)ethenyl]-1,3-benzenediol
- CAS Number:823804-63-3
- Molecular formula:C14H11ClO2
- Molecular Weight:246.69
![1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMethoxy-benzene](/CAS/20130318/GIF/CB92605406.gif)
1032508-03-4
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823804-63-3
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Yield:823804-63-3 64%
Reaction Conditions:
with boron tribromide in dichloromethane at -10 - 20; for 24 h;Inert atmosphere;
Steps:
2. General procedure for demethylation of stilbene 4
General procedure: In 6 mL of anhydrous methylene chloride, 200 mg of methoxy-stilbene 4 (0.74 mmol) was dissolved and cooled to -10 °C under argon. BBr3 (0.6 mL, 6.3 mmol, 17% in dichloromethane) in anhydrous methylene chloride (5 mL) was added slowly, and the mixture was allowed to reach to room temperature for 3-24 h. Water was added to destroy the excess BBr3, and the mixture was extracted twice with ethyl acetate. The organic extracts were washed with water and brine and dried, and the solvent evaporated. The crude product was purified by column chromatography on silica gel (20% EtOAc in hexane) yielding resveratrol and derivatives 1.
References:
Uzura, Saori;Sekine-Suzuki, Emiko;Nakanishi, Ikuo;Sonoda, Motohiro;Tanimori, Shinji [Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,# 16,p. 3886 - 3891] Location in patent:supporting information
1073-67-2
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106120-04-1
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1073-67-2
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192182-54-0
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