Hydrochloric Acid → 1-(2-Chloropyridin-4-yl)ethan-1-one

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=C(C#N)[CH:5]=[CH:4][N:3]=1.[CH3:10][Mg]Cl.Cl.C([O:16][CH2:17][CH3:18])C>>[C:17]([C:18]1[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[CH:7]=1)(=[O:16])[CH3:10]

Komponenten

Edukt 4

HCID 313Hydrochloric Acid

HCID 3283Diethyl Ether

HCID 5686382-Chloro-4-cyanopyridine

HCID 178418332HCID 178418332, Verbindung

Produkt 1

HCID 131452551-(2-Chloropyridin-4-yl)ethan-1-one

Versuchsvorschrift

24.61 g (177.62 mmol) of 2-chloro-4-cyano-pyridine are placed in 1.25 litres of diethyl ether under nitrogen, and 120 ml (22% in tetrahydrofuran, 353 mmol) of methyl-magnesium chloride are added. The red suspension is stirred for 40 h at RT, poured onto 1.25 litres of ice/water and 250 ml of 6N HCl and stirred for 14 h at RT. Extraction with diethyl ether and methylene chloride, drying with MgSO4 and concentration give 4-acetyl-2-chloro-pyridine; Rf =0.5 (methylene chloride:methanol=9:1).