Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 4-(TRIFLUOROMETHYL)-1H-INDOLE
128562-95-8

4-(TRIFLUOROMETHYL)-1H-INDOLE synthesis

2synthesis methods
EthenaMine, N,N-diMethyl-2-[2-nitro-6-(trifluoroMethyl)phenyl]-, (1E)-

905274-06-8

4-(TRIFLUOROMETHYL)-1H-INDOLE

128562-95-8

Step 2. Synthesis of 4-trifluoromethyl-1H-indole: Dimethyl-[2-(2-nitro-6-trifluoromethyl-phenyl)-vinyl]-amine (6.3 g, 24 mmol) was dissolved in acetic acid (150 mL) and iron powder (4.3 g, 77 mmol) was added. The reaction mixture was heated to reflux and kept overnight under nitrogen protection. After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with 2.0 M hydrochloric acid and the aqueous phase was extracted with ethyl acetate. The organic layer was neutralized with saturated potassium carbonate solution and extracted again. Subsequently, the organic layer was washed sequentially with sodium bicarbonate solution and sodium chloride solution. Finally, the organic layer was dried with magnesium sulfate and concentrated to give 4-trifluoromethyl-1H-indole (4.5 g, 100% yield).

-

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

4-(TRIFLUOROMETHYL)-1H-INDOLE Related Search: