4-(4-FLUOROPHENOXY)ANILINE synthesis
- Product Name:4-(4-FLUOROPHENOXY)ANILINE
- CAS Number:36160-82-4
- Molecular formula:C12H10FNO
- Molecular Weight:203.21
2561-25-3
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36160-82-4
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Yield: 100%
Reaction Conditions:
Stage #1:4-(4-fluorophenoxy)-1-nitrobenzene with tin(II) chloride dihydrate in ethanol for 1 h;Reflux;
Stage #2: with water;sodium carbonate in ethanol; pH=10
Steps:
5.2 4-(4-fluoro-phenoxy)-phenylamine
Stage 2: 4-(4-fluoro-phenoxy)-phenylamine To a solution of 3.02 of the product obtained in the previous stage in 50 mL of ethanol are added 14.6 g of tin chloride hydrate (5 equivalents). The whole is refluxed for 1 hr. After returning to room temperature, the medium is poured on ice, basified to a pH of 10 by means of a 4 N soda solution and extracted with ethyl acetate several times. The collected organic phases are dried on magnesium sulfate, filtered and evaporated under reduced pressure leading to 2.6 g of the expected product. Yield: quantitative 1H NMR (CDCl3, 300 MHz) δ (ppm): 6.82-7.03 (bulk aromatic, 6H), 6.71-6.79 (m, 2H) MS: MH+ 204
References:
Anaconda Pharma US2009/209586, 2009, A1 Location in patent:Page/Page column 18
371-41-5
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36160-82-4
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350-46-9
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100-00-5
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106-40-1
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36160-82-4
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