Morpholine → HCID 59331549, compound

Participants

Reaction Steps

To a solution of 3-chloro-4-(methylsulfanyl)benzaldehyde (12.3 g) in tetrahydrofuran (50 mL) were added morpholine (13.4 mL), p-toluenesulfonic acid monohydrate (10.8 g) and a solution of potassium cyanide (4.50 g) in water (10 mL), and the mixture was heated under reflux for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate), and recrystallized from hexane-ethyl acetate to give the title compound (14.0 g, yield 95%) as colorless crystals.

Provenance & Evidence