HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918371Generated: October 27, 2026
N,N'-Dimethylethylenediamine → 3-Indol-1-yl-4-trifluoromethyl-benzoic Acid Methyl Ester
https://huagongshe.com/reaction/1918371
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | o-Bromo-(2-bromo)vinylbenzene | HCID 3639340 | — |
| Reactant | Methyl 3-amino-4-(trifluoromethyl)benzoate | HCID 15109485 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Indol-1-yl-4-trifluoromethyl-benzoic Acid Methyl Ester | HCID 67172931 | 44% |
Reaction Steps
690 mg of 3-Amino-4-trifluoromethyl-benzoic acid methyl ester, 650 mg of K2CO3, 30 mg of CuI, and 28 mg of N,N′-dimethylethylendiamine were suspended using 4.1 ml of anhydrous toluene. 410 mg of o-bromo-(2-bromo)vinylbenzene were added and the reaction mixture stirred at 110° C. for 14 h. The reaction mixture was allowed to cool to room temperature, 50 ml of EA added, filtrated, and evaporated. Chromatography on silica gel using EA/HEP (gradient) yielded 220 mg of the title compound, viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618304B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-836ddda71d114190af2e73097deb94ef |
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| Source note | uspto-grants-2013_12 |
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