ChemicalBook CAS DataBase List 4-(PYRIDIN-3-YL)BENZALDEHYDE

4-(PYRIDIN-3-YL)BENZALDEHYDE synthesis

9synthesis methods

Product Name:4-(PYRIDIN-3-YL)BENZALDEHYDE
CAS Number:90395-45-2
Molecular formula:C13H11NO
Molecular Weight:197.23

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Yield:90395-45-2 91.6%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium⁽⁰⁾;potassium carbonate in ethanol;water;toluene at 80; for 16 h;Inert atmosphere;

Steps:

1; 2

3-Pyridyl boronic acid (96.34g, 783.76mmole)With 4-Bromoacetophenone (130g, 653.14mmole),And potassium carbonate (225.66 g, 1632.85 mmole) was placed in the reaction flask.Add 1950 ml of toluene,317 ml of ethanol and 634 ml of deionized water,After installing nitrogen and a condenser, the reaction flask was moved to a frying pan and heated to raise the temperature to 80 ° C.37.72 g of tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) was added to the reaction.The temperature was raised to 80 ° C and refluxed for 16 hours.After the reaction is completed, the temperature is lowered, the water layer is removed and concentrated to a thick layer.Toluene was added and heated through a column containing 40 grams of alumina and 100 grams of silica.The filtrate was concentrated to a thick consistency, poured into a beaker and allowed to stand for filtration.A gray solid was obtained which was dried to give 118 g of a white solid, 1-(4-Pyridin-3-yl-phenyl)-ethanone.The yield was 91.6%.

References:

CN109988159,2019,A Location in patent:Paragraph 0086-0088; 0096-0098

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