4,4'-Bis(hydroxymethyl)-2,2'-bipyridine synthesis
- Product Name:4,4'-Bis(hydroxymethyl)-2,2'-bipyridine
- CAS Number:109073-77-0
- Molecular formula:C12H12N2O2
- Molecular Weight:216.24
1762-42-1
109073-77-0
The general procedure for the synthesis of 2,2'-bipyridine-4,4'-dimethanol from diethyl [2,2'-bipyridine]-4,4'-dicarboxylate was as follows: sodium borohydride (1.87 g, 49 mmol) was added to diethyl [2,2'-bipyridine]-4,4'-dicarboxylate (567 mg) dissolved in anhydrous ethanol (34 mL) , 1.89 mmol) suspension. The reaction mixture was refluxed for 3 hours. After completion of the reaction, it was cooled to room temperature and saturated ammonium chloride solution (24 mL/g NH4Cl) was added to quench the excess sodium borohydride. Subsequently, ethanol was removed by evaporation under reduced pressure. The resulting solid was dissolved in a minimal amount of water using an ultrasonic bath. The aqueous phase was extracted with ethyl acetate (5 x 34 mL) and the organic phases were combined and dried over anhydrous sodium sulfate. Finally, the organic phase was concentrated under reduced pressure to give a white powdery product in 91% yield.
1134-35-6
295 suppliers
$5.00/1g
109073-77-0
168 suppliers
$15.00/250mg
Yield:-
Steps:
Multi-step reaction with 3 steps
1: 50 percent / aq. H2SO4; KMnO4 / 12 h / Heating
2: 99 percent / conc. H2SO4 / 60 h / Heating
3: 30 percent / NaBH4 / methanol / 60 h / Heating
References:
Miyoshi, Daisuke;Karimata, Hisae;Wang, Zhong-Ming;Koumoto, Kazuya;Sugimoto, Naoki [Journal of the American Chemical Society,2007,vol. 129,# 18,p. 5919 - 5925]
1762-42-1
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$20.00/250mg
109073-77-0
168 suppliers
$15.00/250mg
71071-46-0
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$11.00/250mg
109073-77-0
168 suppliers
$15.00/250mg
6813-38-3
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$6.00/250mg
109073-77-0
168 suppliers
$15.00/250mg
99970-84-0
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$50.00/100mg
109073-77-0
168 suppliers
$15.00/250mg