Yield:35213-56-0 77%

Reaction Conditions:

with sodium hydroxide;trichlorophosphate

Steps:

3.I Method I

Method I To a flask equipped with a magnetic stirrer were added 6-ethyl-4-methyl-2(1H)-quinolinone (3.06 g, 16.3 mmol) and phosphorus oxychloride (16.3 mL, 16.3 mmol). The mixture was refluxed for 18 h.) The solution was cooled to r.t. and poured into ice water (163 mL) and neutralized to pH=7 using 6 N NaOH (aq). The aqueous phase was extracted with methylene chloride (3*). The organic phase was then filtered through a short pad of silica eluding with methylene chloride. Evaporation of the solvent afforded 2.60 g (77% yield) of 2-chloro-6-ethyl-4-methylquinoline.

References:

US2003/139431,2003,A1