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ChemicalBook CAS DataBase List 5-METHOXY-3,4-DIHYDRO-1(2H)-ISOQUINOLINONE
129075-49-6

5-METHOXY-3,4-DIHYDRO-1(2H)-ISOQUINOLINONE synthesis

7synthesis methods
-

Yield:129075-49-6 42%

Reaction Conditions:

with hydrogenchloride;sodium azide in water at 0 - 20;

Steps:

General procedure for the synthesis of 3,4-dihydroisoquinolin-1(2H)-one derivatives
General procedure: To a solution of the appropriate indan-1-one (1.5 mmol) in 37% HCl (5 mL) at 0 °C NaN3 (0.2 g, 3.0 mmol) was cautiously added. The mixture was stirred overnight at room temperature. The mixture was poured into ice and made basic with Na2CO3. The aqueous layer was extracted with ethyl acetate (3 × 10 mL). The collected organic phases were dried over Na2SO4 and concentrated under reduced pressure to give a crude residue which was purified by column chromatography with CH2Cl2/AcOEt (9:1) as eluent.

References:

Abate, Carmen;Selivanova, Svetlana V.;Müller, Adrienne;Kr?mer, Stefanie D.;Schibli, Roger;Marottoli, Roberta;Perrone, Roberto;Berardi, Francesco;Niso, Mauro;Ametamey, Simon M. [European Journal of Medicinal Chemistry,2013,vol. 69,p. 920 - 930] Location in patent:supporting information

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