HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 3-(1-(2-Acetylaminoethyl)-2,5-dimethylpyrrol-3-yl)-2-propenaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3-(Dimethylamino)-2-propenal | HCID 79125 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | N-(2-(2,5-Dimethyl-1H-pyrrol-1-yl)ethyl)acetamide | HCID 13770049 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(1-(2-Acetylaminoethyl)-2,5-dimethylpyrrol-3-yl)-2-propenaldehyde | HCID 54342743 | — |
Reaction Steps
16.2 g (0.09 mol) of 1-(2-acetylaminoethyl)-2,5-dimethylpyrrole and 10 g (0.1 mol) of 3-dimethylaminoacrolein are dissolved in 80 ml of 1,2-dichloroethane. 9 ml (0.098 mol) of phosphorus oxychloride are added dropwise at -10° C. After 20 minutes, 41 g (0.5 mol) of sodium acetate in 150 ml of water are added, the mixture is stirred at room temperature for 18 hours and heated at 70° C. for 2 hours, the phases are separated, the organic phase is chromatographed over a silica gel column and the product is recrystallized from isopropanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04966901 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-0bdc87bd037f4ed58830cf630620aaba |
| Source note | uspto-grants-1990_10 |