HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy) ethylamino]propyl]indoline-7-carbonitrile | HCID 20094358 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile | HCID 20094383 | 86.8% |
Reaction Steps
To a solution of 1-acetyl-5-[2-[N-tert-butoxycarbonyl-2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile (167 mg) in ethanol (2.2 ml) was added a 5N-sodium hydroxide solution (1.1 ml), and the mixture was reacted at room temperature for 2.5 hours. The reaction mixture was neutralized by adding acetic acid, and extracted with methylene chloride. The extract was washed with water and a saturated aqueous sodium bicarbonate solution, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 133 mg of 5-[2-[N-tert-butoxycarbonyl-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-0e78d18487e64198836ea2a8fa7e5f46 |
| Source note | uspto-grants-1995_02 |