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4-Iodo-2-methyl-1-(trifluoromethyl)benzene synthesis
- Product Name:4-Iodo-2-methyl-1-(trifluoromethyl)benzene
- CAS Number:930599-57-8
- Molecular formula:C8H6F3I
- Molecular Weight:286.03
![3-methyl-4-trifluoromethylaniline](/CAS/20150408/GIF/106877-31-0.gif)
106877-31-0
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Yield:930599-57-8 85%
Reaction Conditions:
Stage #1: 3-methyl-4-trifluoromethylphenylaminewith sulfuric acid;sodium nitrite in water at 0 - 5; for 1 h;
Stage #2: with potassium iodide in water at 0 - 20; for 1 h;
Steps:
164 Intermediate 164d: 4-iodo-2-methyl- 1 -(trifluoromethyl)benzene
To intennediate 164c (6.0 g, 34,26 mmol, 1 .00 equiv) in water (50 mL) at 0 °C was added sulfuric acid (7.06 g, 71.98 mmol, 2.10 equiv) followed by the drop-wise addition of a solution of NaN02 (2.60 g, 37.68 mmol, 1.10 equiv) in water (40 mL) and the mixture was stirred for 1 h. To this was added drop-wise a solution of KI (7.97 g, 48.01 mmol, 1.40 equiv) in water (40 mL) and the reaction was allowed to warm to RT and stirred for 1 h. The mixture was diluted with 200 ml, of ethyl acetate, washed with 2 x 200 ml. of Brine, 1 x 200 mL of aqueous Na^SOa , dried over anhydrous sodium sulfate and concentrated. The residue was purified via silica, gel chromatography (petroleum ether/ethyl acetate, 100:1) to afford 8.2 g (85%) of intermediate 164d as a yellow oil.
References:
WO2013/96771,2013,A1 Location in patent:Page/Page column 222
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