HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(1H-Indol-4-yl)ethan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-(2-Nitrovinyl)-1H-indole | HCID 53395138 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1H-Indol-4-yl)ethan-1-amine | HCID 13100901 | — |
Reaction Steps
A solution of 4-(2-nitrovinyl)indole (II) (3 g, 15.9 mmol) in THF (10 ml) was added to a suspension of DIBAH (1M THF, 159 ml, 159 mmol) under an inert atmosphere and was stirred at room temperature for 30 min, then it was heated at 60° C. and stirred for 5 hours. The obtained mixture was cooled to 0° C., AcOEt, water and KOH 10% were added and the ontained product was filtered. The aqueous layer was extracted with AcOEt and the organic layer was dried and evaporated to obtain 4-[(2-amino)ethyl]indole (III).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230118B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-4e4163b7db87439fb1af2999ce96e87d |
| Source note | uspto-grants-2007_06 |