HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906193Generated: November 1, 2026
Dimethylformamide → N-(1,1-dimethylethyl)-2-[2-[2-(1H-indol-4-yl)-ethenyl]-phenoxy]-ethanamine
https://huagongshe.com/reaction/1906193
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-[2-[2-[(2-chloro)-ethoxy]-phenyl]-ethenyl]-1H-indole | HCID 54235698 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(1,1-dimethylethyl)-2-[2-[2-(1H-indol-4-yl)-ethenyl]-phenoxy]-ethanamine | HCID 3062769 | — |
Reaction Steps
A mixture of 1.65 g of the product of Step A, 20 ml of dimethylformamide, 15 ml of tert.-butylamine and 770 mg of potassium carbonate was heated for 4 hours at 120° C. and was then diluted with 100 ml of water. The mixture was extracted with ethyl acetate and the extracts were washed with water, dried, concentrated under reduced pressure at 50° C. The residue was chromatographed on silica (eluent: ethyl acetate-triethylamine 9-1) to obtain 1.7 g of N-(1,1-dimethylethyl)-2-[2-[2-(1H-indol-4-yl)-ethenyl]-phenoxy]-ethanamine (trans E).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04650811 |
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| Source dataset | uspto-grants-1987_03 |
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| ORD ID | ord-563367fb1ef24bacab3e024c83102e36 |
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| Source note | uspto-grants-1987_03 |
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