ChemicalBook CAS DataBase List 3,4,5-Trifluoronitrobenzene

3,4,5-Trifluoronitrobenzene synthesis

4synthesis methods

Product Name:3,4,5-Trifluoronitrobenzene
CAS Number:66684-58-0
Molecular formula:C6H2F3NO2
Molecular Weight:177.08

148416-38-0
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$7.00/250mg

66684-58-0
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$10.00/1g

Yield:66684-58-0 60%

Reaction Conditions:

Stage #1:6-nitro-2,3,4-trifluoroaniline with tert.-butylnitrite in DMF (N,N-dimethyl-formamide) at 45 - 75; for 2.25 - 4 h;
Stage #2: with hydrogenchloride in DMF (N,N-dimethyl-formamide);water

Steps:

1.4; 2.3 Step 4: Preparation of 3, 4, 5-trifluoronitrobenzene
A solution of t-butyl nitrite (340 mL) in DMF (150 mL) was added to a stirring solution of 6-nitro 2,3, 4-TRIFLUOROANILINE (500 g), obtained in step 3, in DMF (1 L) at 45-75 °C under argon over 3 h. After stirring for 1 h at the same temperature, the reaction mixture was treated with 20% aq. HC1 (2 L) under cooling. The resultant solution was steam distilled to yield 3,4, 5-trifluoronitrobenzene as a yellow liquid and was separated from the distillate (289 g, 62%). The sample obtained this way was found to be ca. 90% pure by GC. 'H NMR : 6 8.13-7. 92 (m, 2H).

References:

DR. REDDY'S LABORATORIES LTD. WO2004/37765, 2004, A1 Location in patent:Page 7; 8-9

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163733-96-8 Synthesis