Ethyl Acetate → 7-Methoxy-3,4-dihydroisoquinolin-1(2H)-one

Participants

Reaction Conditions

Reaction Steps

[2-(4-methoxy-phenyl)-ethyl]-carbamic acid ethyl ester (I-35a: 10 g, 44.84 mmol) was added to PPA (100 mg) at 145° C. The resulting mixture was stirred at 145° C. for 45 minutes. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was quenched with chilled water and extracted with ethylacetate. The organic layer was washed with brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (40% ethylacetate in hexane) afforded 1.8 g of the product (22.69% yield).

Provenance & Evidence