Phosphorus trichloride → 1,2-Dihydro-3-methyl-1-oxo-4-isoquinoline Acetic Acid

Participants

Reaction Steps

1,2-Dihydro-2-hydroxy-3-methyl-1-oxo-4-isoquinoline acetic acid (4.0 g., 17.2 mmol) dissolved in 30 ml. ethyl acetate at 0° was reacted with phosphorous trichloride (1.50 ml., 17.2 mmol). The mixture was heated at 80° for 1.5 hr then poured onto 100 g. of ice water, stirred for 16 hr and filtered yielding a light yellow crude product; 3.307 mg (89%) mp 280°-295° d. Recrystallization from acetic acid afforded analytically pure material of mp 295°-300° d.

Provenance & Evidence