3-Pyridinecarboxaldehyde → HCID 19775361, compound

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Reaction Steps

A solution of 10.7 g (0.10 mole) of nicotinaldehyde in 100 ml of diethyl ether is added dropwise, while stirring, to a solution prepared from 2.92 g (0.12 mole) of magnesium and 24.4 g (0.12 mole) of 2-(4-fluorophenyl)-ethyl bromide in 250 ml of diethyl ether, and the mixture is then refluxed for 2 hours. Cooling is followed by hydrolysis with water, and the pH is brought to 8 with saturated aqueous NH4Cl solution. The phases are separated, the aqueous phase is extracted twice more with ether, and the combined organic phases are washed with water and dried over NgSO4. The solvent is evaporated off and the residue is distilled under reduced pressure to give 10.2 g (44% of theory) of compound No. 4 of boiling point 190° C. (2 mbar).

Provenance & Evidence