3-(4-Chlorophenoxy)benzaldehyde → 3-(3-(3-(4-Chlorophenoxy)benzylidene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine dihydrochloride

Participants

Reaction Conditions

Reaction Steps

3-(5-Ammoniopentanoyl)pyridinium chloride (162 mg, 0.64 mmol) was suspended in a reaction vessel with i-propanol (12 mL). 3-(4-chlorophenoxy)benzaldehyde (225 mg, 0.97 mmol) was then added and the reaction vessel sealed. The reaction was heated to 80° C. overnight and then cooled to room temperature. The precipitate was recovered by vacuum filtration, washed with a 20% i-propanol in hexane solution then dried under vacuum giving 161 mg (56%) of a tan-colored solid. LC-MS: RT=6.22 min, [M+H]+=375.1.

Provenance & Evidence