Methanol → HCID 178498433, Verbindung

Reaktionsgleichung

[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([OH:7])=[O:6].S(Cl)(Cl)=O.[CH3:15]O>>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([O:7][CH3:15])=[O:6]

Komponenten

Edukt 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 178524562HCID 178524562, Verbindung

Produkt 1

HCID 178498433HCID 178498433, VerbindungAusbeute 78 %

Versuchsvorschrift

To a solution of 2-hydroxyisonicotinic acid (1.4 g, 10 mmol) in methanol (100 mL) was added thionyl chloride (5.73 g, 40 mmol) at 0° C., the mixture was stirred overnight. The solvent was evaporated in vacuo and water was added. The mixture was extracted with ethyl acetate (100 mL×3), the organic phase was dried sodium sulfate and evaporated in vacuo to give methyl 2-hydroxyisonicotinate (1.2 g, 78%). LRMS (M+H+) m/z: calcd 153.04. found 153.