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ChemicalBook CAS DataBase List 4-(2-Morpholinoethoxy)naphthalen-1-amine
317806-90-9

4-(2-Morpholinoethoxy)naphthalen-1-amine synthesis

6synthesis methods
4-[2-(4-NITRONAPHTHALEN-1-YLOXY)ETHYL]MORPHOLINE

317806-88-5
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4-(2-Morpholinoethoxy)naphthalen-1-amine

317806-90-9
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Yield:317806-90-9 81.3%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol; under 1551.49 Torr; for 4 h;

Steps:

1.2; 10.2

A mixture of 4-[2-(4-nitro-naphthalen-l-yloxy)-ethyl]-morpholine (10 g, 33.0 mmol), MeOH (80 ml) and Pd/C (10 %, 1.0 g) is shakenunder a hydrogen atmosphere at 30 psi for 4 hours. The mixture is then filtered through a bedof Celite under a stream of nitrogen. The filtrate is reduced under vacuum to give 4-(2-morpholin-4-yl-ethoxy)-naphthalen-l-ylamine (7.32 g, 81.3 %). *H NMR (300 MHz, CDC13) 88.21 (m, 1H), 7.81 (m, 1H), 7.49 (m, 2H), 6.69 (s, 2H), 4.23 (t, 2H), 3.76 (t, 4H), 2.92 (t, 2H),2.65 (t, 4H). MS: 273 (M+l).

References:

WO2006/10082,2006,A1 Location in patent:Page/Page column 35; 115

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