3-fluoro-4-((6-Methoxynaphthalen-1-yl)oxy)aniline synthesis

6synthesis methods

Product Name:3-fluoro-4-((6-Methoxynaphthalen-1-yl)oxy)aniline
CAS Number:913376-57-5
Molecular formula:C16H13FN2O2
Molecular Weight:284.29

1-(2-fluoro-4-nitrophenoxy)-6-Methoxynaphthalene

1039046-51-9
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3-fluoro-4-((6-Methoxynaphthalen-1-yl)oxy)aniline

913376-57-5
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Yield:913376-57-5 86%

Reaction Conditions:

with iron in ethanol;water;Reflux;

Steps:

5.2.2 3-(benzyloxy)-4-methoxyaniline (3)

General procedure: A mixture of iron powder (755mmol), ammonium chloride (324mmol), 2-(benzyloxy)-1-methoxy-4-nitrobenzene 2 (28g, 108mmol), ethanol (150ml) and water (50ml) was refluxed for 3h. The mixture was filtered through celite and washed with EtOAc. The organic layer was washed with water and Sat. NaCl, dried over Na₂SO₄, and concentrated to afford the title compound 3 as a pale-yellow solid (22.2g, 90%).

References:

Chen, Tao;Fang, Wei-Rong;Huang, Wei;Li, Yun-Man;Liu, Peng-Fei;Zhuo, Lin-Sheng [European Journal of Medicinal Chemistry,2020,vol. 192]

68500-37-8 Synthesis