Reaktion #89712

Reaktionsgleichung

4-hydroxymethyl-2-methyl quinoline

thionyl chloride

→

4-chloromethyl-2-methyl quinoline

Ausbeute 100.0%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm up to room temperature
2. 2
   SonstigeThe solvent was removed in-vacuo

Vorschrift

4-hydroxymethyl-2-methyl quinoline (7.0 g, 40 mmol) was dissolved in chloroform (150 mL) and cooled to 0° C., thionyl chloride (15.0 mL) was added slowly at this temperature and then the reaction mixture was allowed to warm up to room temperature and stirred overnight. The solvent was removed in-vacuo and the residue was titureted with ethyl acetate/ethyl ether to provide 9.0 g (100%) of 4-chloromethyl-2-methyl quinoline as an HCl salt. MS (ESI): 191.9 (M+H+).

Quelle