Reaction #62603

Reaction equation

ester

Ethyl 2-chloro-7-(4-methoxyphenylmethylthio)quinolin-3-carboxylate

sodium

methanol

→

title compound

Methyl 2-methoxy-7-(((4-methoxyphenyl)methyl)thio)quinolin-3-carboxylate

Solvents

CH2Cl2

Conditions

Workup

1. 1
   Temperaturethe resulting suspension was refluxed under an argon atmosphere for 75 minutes
2. 2
   TemperatureThe mixture was cooled
3. 3
   Washwashed with water (3×50 ml)

Procedure

The ester from Step 3 (7.76 g) was added to a solution of sodium (920 mg) in anhydrous methanol (50 ml) and the resulting suspension was refluxed under an argon atmosphere for 75 minutes. The mixture was cooled, diluted with CH2Cl2 (200 ml), washed with water (3×50 ml) and reduced to dryness to provide the title compound, m.p. 133°-134.5°.

Source