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1284883-19-7

1H-Isoindol-1-one, 4-amino-2,3-dihydro-2-(2-methoxyethyl)- synthesis

3synthesis methods
1H-Isoindol-1-one, 2,3-dihydro-2-(2-methoxyethyl)-4-nitro-

1381925-34-3
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1H-Isoindol-1-one, 4-amino-2,3-dihydro-2-(2-methoxyethyl)-

1284883-19-7
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-

Yield:1284883-19-7 85%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 20; under 2585.81 Torr; for 0.5 h;

Steps:

20

A mixture of 2-(2-methoxyethyl)-4-nitro-2,3-dihydro-isoindol-1-one (720 mg, 3.05 mmol) and 190 mg 10% Pd/C in 20 mL of methanol was shaken under 50 psi of hydrogen at room temperature for 30 minutes. The catalyst was removed by filtration. The filtrate was concentrated under reduced pressure. Crystallization from ether, followed by washing with hexanes afforded 4-amino-2-(2-methoxy-1-ethyl)-2,3-dihydro-isoindol-1-one (533 mg, 85%).

References:

US2012/157494,2012,A1 Location in patent:Page/Page column 26-27