HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-Carbethoxy-3-n-propyl-4,5-dimethylpyrrole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Propanal | HCID 527 | — |
| Reactant | Hydrogen iodide | HCID 24841 | — |
| Reactant | Ethyl 4,5-dimethyl-1H-pyrrole-2-carboxylate | HCID 137478 | — |
| Reactant | Phosphinic Acid | HCID 4124402 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Carbethoxy-3-n-propyl-4,5-dimethylpyrrole | HCID 13545059 | 40% |
Reaction Steps
Hydriodic acid (d 1.95, 10 ml) was slowly added to 10 ml of stirred and cooled acetic acid; hypophosphorous acid (50%, 2 ml) was then added. 2-Carbethoxy-4,5-dimethylpyrrole (0.004 mol) was added to the mixture at room temperature followed by propionaldehyde (0.008 mol). The solution was stirred 21/2 h at ca. 25° C. then poured into 200 ml of water. This was made alkaline with ammonia, extracted with ether, and the ether was evaporated to leave the crude product. This was an oil which solidified after distillation (1 × 10-4 mm). It was recrystallized from aqueous ethanol, then from ethanol m.p. 101°-104° C. (lit. 102° C), yield 40%. ##STR68##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04070366 |
| Source dataset | uspto-grants-1978_01 |
| ORD ID | ord-ae507132a1404395a595714b4e951d65 |
| Source note | uspto-grants-1978_01 |