4-[(4-Benzyloxyphenyl)sulfonyl]phenol synthesis
- Product Name:4-[(4-Benzyloxyphenyl)sulfonyl]phenol
- CAS Number:63134-33-8
- Molecular formula:C19H16O4S
- Molecular Weight:340.39
80-09-1
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100-39-0
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63134-33-8
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Yield: 16%
Reaction Conditions:
with sodium hydroxide in water at 80; for 24 h;Inert atmosphere;
Steps:
4.3 Synthesis of benzyl-protected bisphenol A (1) [33,34]
General procedure: Bisphenol A (20mmol, 4.566g) was added to a 250mL round bottom flask containing NaOH aqueous solution (40mmol, 150mL, 1.599g). The reactor was then equipped with a reflux condenser and brought to 80°C in a nitrogen environment with vigorous stirring via a Teflon-coated magnetic stir bar. Once completely dissolved, benzyl bromide (20mmol, 0.342g) was added via syringe. The mixture was allowed to stir for 2h at 80°C in a nitrogen environment. After stirring was ceased, a beige precipitate settled out in a clear solution. While still hot, the supernatant was decanted and the crude product washed with water (ca. 80°C). The crude product was then dissolved in chloroform, transferred to a separatory funnel, washed w/10% HCl (v/v), and then washed twice with DI H2O. The organic layer was then dried over magnesium sulfate, filtered into a tared receiver flask, and isolated under vacuum as an off-white solid. The compound was then recrystallized twice from hexanes/ethyl acetate to afford a white, crystalline solid (3.80g, 59.7% yield, mp (DSC)=109°C).
References:
Campos, Raymond;Mansur, Aleksander A.;Cook, Chloe H.;Batchelor, Benjamin;Iacono, Scott T.;Smith Jr., Dennis W. [Journal of Fluorine Chemistry,2014,vol. 166,p. 60 - 68]
80-09-1
454 suppliers
$6.00/25g
100-39-0
419 suppliers
$10.00/10 g
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63134-33-8
122 suppliers
$54.00/2 g