3-FLUORO-4-METHYLTHIOPHENOL synthesis
- Product Name:3-FLUORO-4-METHYLTHIOPHENOL
- CAS Number:13333-79-4
- Molecular formula:C7H7FOS
- Molecular Weight:158.19
20901-69-3
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Yield:13333-79-4 25%
Reaction Conditions:
Stage #1: 3-fluoro-4-(methylthio)benzeneaminewith sulfuric acid;sodium nitrite in tetrahydrofuran;water at 0; for 2 h;
Stage #2: with copper(I) oxide;copper(II) nitrate in tetrahydrofuran;water; for 0.25 h;
Steps:
50.3 Step 3: 3-fluoro-4-(methylthio)phenol
Step 3: 3-fluoro-4-(methylthio)phenol To a stirred solution of 3-fluoro-4-(methylthio)aniline (0.25 g, 1.59 mmol,1 eq) in THF/ H20 (1 :1) (2 mL) was added cone. H2S04 (1 mL) slowly at 0°C followed by NaN02 (0.219 g, 3.18 mmol, 2 eq) dissolved in H20 and stirred for 2 h. Then this mixture was added to a mixture of Cu(N03)2 and Cu20 in H20 slowly and stirred for 15 min. Then the mixture was extracted with EtOAc (2x20 mL), washed with brine (10 mL), dried over Na2S0 and concentrated. The crude product was purified by flash column chromatography to afford 3-fluoro-4-(methylthio)phenol (0.07 g, 25%) as yellow gum.
References:
WO2015/158426,2015,A1 Location in patent:Page/Page column 76
372121-91-0
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369-34-6
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