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ChemicalBook CAS DataBase List 4-(TRIFLUOROMETHYL)-1H-INDOLE

4-(TRIFLUOROMETHYL)-1H-INDOLE synthesis

2synthesis methods
-

Yield: 100%

Reaction Conditions:

with iron;acetic acidHeating / reflux;

Steps:

1.2
[0116] Step 2. 4-Trifluoromethyl-lH-indole[0117] To a solution of dimethyl-[2-(2-nitro-6-trifluoromethyl-phenyl)-vinyl]-amine (6.3 g, 24 mmol) in acetic acid (150 mL) was added iron powder (4.3 g, 77 mmol). The reaction was heated to reflux overnight under nitrogen. Upon cooling, the reaction mixture was diluted with 2.0 M HCl and the aqueous phase was extracted with ethyl acetate. The organic layer was neutralized with a saturated solution of potassium carbonate and extracted. Washed organic layer with sodium bicarbonate followed by sodium chloride. Dried with magnesium sulfate and concentrated to give 4-trifluoromethyl-lH-indole (4.5 g, 100%).

References:

WYETH WO2008/60998, 2008, A1 Location in patent:Page/Page column 35-36

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