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1-(7-chloro-6-nitro-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone synthesis

3synthesis methods
-

Yield:1097920-65-4 60 %

Reaction Conditions:

with sulfuric acid;nitric acid in water at -10;

Steps:

Step 3: Synthesis of 1-(7-Chloro-6-nitro-3, 4-dihydroisoquinolin-2(lH)-yl)-2, 2, 2-trifluoroethanone

To a solution of 1-(7-chloro-3,4-dihydroisoquinolin-2(lH)-yl)-2, 2, 2-trifluoroethanone (50 g, 190 mmol) in cone, sulfuric acid (500 mL) was added nitric acid (23.9 g, 379 mmol) at -10 °C and stirring was continued for 4 h. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The combined organic phases were dried over anhydrous Na2SO4, filtered and concentrated. The crude compound was purified by flash column chromatography (SiO2, 100-200 mesh, 10% ethyl acetate in pet ether) to afford a light yellow solid (35 g, 60%). LCMS (m/z) = 307.0 [M-H]+

References:

WO2022/214869,2022,A2 Location in patent:Paragraph 000159