Potassium Carbonate → 2-(2-hydroxypropyl)-4-phenyl-1(2H)-isoquinolone

Participants

Reaction Steps

44.2 g of 4-phenyl-1(2H)-isoquinolone and 55.2 g of potassium carbonate were mixed with 250 ml of dimethylformamide, and the mixture was heated at 110° C. to 120° C. for 2 hours. Thereafter, 35 g of 70% 1-chloro-2-propanol was added dropwise to the mixture, and then the resulting mixture was stirred and heated for 5 hours. After allowing the mixture to cool, the reaction mixture was poured into ice-water, and the precipitated crystals were collected by filtration, washed with water and then dried. The crystals were recrystallized from a mixture of methanol and diethyl ether to obtain 45.2 g (81% yield) of 2-(2-hydroxypropyl)-4-phenyl-1(2H)-isoquinolone having a melting point of 162° C. as colorless needles.

Provenance & Evidence