HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 1-Acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 2-(2-Ethoxyphenoxy)ethylamine | HCID 5303042 | — |
| Reactant | 1-Acetyl-5-(2-bromopropyl)indoline-7-carbonitrile | HCID 20094371 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile | HCID 20094341 | 27.9% |
Reaction Steps
To a solution of 1-acetyl-5-(2-bromopropyl)indoline-7-carbonitrile (300 mg) and 2-(2-ethoxyphenoxy)ethylamine (391 mg) in dioxane (4 ml) were added potassium iodide (17 mg) and 18-crown-6 (26 mg), and the mixture was reacted in a sealed tube at 180° C. for 18 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by flash column chromatography on silica gel using a mixture of methylene chloride and methanol (40/1) as eluent to give 111 mg of 1-acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino] propyl]indoline-7-carbonitrile as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05387603 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-e53de1fde71a4a9685917c3b4ede803c |
| Source note | uspto-grants-1995_02 |