HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252617Generated: October 26, 2026
N-Methyl dicyclohexylamine → 1-{(2E)-3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-en-1-yl}-1H-indole-2,3-dione
https://huagongshe.com/reaction/252617
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-Methyl dicyclohexylamine | HCID 24210 | — |
| Reactant | 4-Bromo-2-chloro-alpha,alpha,alpha-trifluorotoluene | HCID 67959 | — |
| Reactant | 1-Allylisatin | HCID 1713563 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-{(2E)-3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-en-1-yl}-1H-indole-2,3-dione | HCID 25006661 | — |
Reaction Steps
Six separate oven-dried sealed tubes were charged with 1-allyl-1H-indole-2,3-dione (0.100 g, 0.534 mmol), Pd(P(t-Bu)3)2 (0.0082 g, 0.016 mmol), 4-bromo-1-chloro-2-(trifluoro-methyl)benzene (0.139 g, 0.536 mmol), dry toluene (1 mL), and N-cyclohexyl-N-methyl-cyclohexanamine (0.12 mL, 0.57 mmol) under an atmosphere of N2. The tubes were heated for 16 h at 80° C. in an oil bath, and then the reactions were cooled and concentrated in vacuo. The crude material was used in the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07868181B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-c379774113094b519c0163d5660df5b2 |
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| Source note | uspto-grants-2011_01 |
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