Malonic Acid → (1,2,3,4-Tetrahydroisoquinolin-1-yl)acetic acid

Participants

Reaction Steps

3,4-Dihydroisoquinoline (20.0 g, 152 mmol) and malonic acid (15.9 g, 152 mmol) were mixed thoroughly at room temperature. The mixture was immersed in an oil bath preheated to 120° C., and was mixed further manually. After 30 min, no further evolution of gas was to be observed and the mixture was cooled to room temperature. The solid residue (29.0 g) was recrystallised directly from aqueous 2-propanol.

Provenance & Evidence