Morpholine → HCID 15708389, compound

Participants

Reaction Steps

6.9 g of 1-(3,4-dimethoxyphenyl)-6-chloro-2-naphthoic acid are introduced into 50 ml of toluene, and 2.4 g of thionyl chloride are added thereto. The reaction mixture is heated to boiling point and then stirred for 5 hours under reflux. Then, at ~50°, 4.0 g of morpholine are added dropwise, and the mixture is again heated to boiling point and stirred for a further 3 hours under reflux. After cooling to room temperature, the reaction mixture is diluted with 100 ml of toluene, and the organic phase is washed three times with 250 ml of water each time, dried over sodium sulfate and filtered, and the solvent is evaporated off in vacuo. For purification, the oily residue is chromatographed over a column of silica gel using ethyl acetate. The title compound is obtained in the form of beige crystals. M.p. 157°-159°.

Provenance & Evidence