Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-Methylpyridine | HCID 7963 | — |
| Reactant | 2-Chloroethyl vinyl ether | HCID 8074 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21411778 | HCID 21411778 | 75.1% |
Reaction Steps
To stirred liquid ammonia (2 liters) was added ferric nitrate (0.1 gm) followed by potassium metal (20 gms) in 1 gram pieces over a period of 20 minutes. To the resulting solution gamma-picoline (46.6 gms) was added over a period of 3 minutes and a deep yellow colour was allowed to develop over a period of 2 hours. Vinyl chloroethyl ether (53 gms) was added as quickly as the exothermic reaction allowed and the mixture was stirred for a further 2 hours. Solid ammonium chloride (25 gms) was then added in small portions, followed by diethyl ether (1 liter). The ammonia was allowed to evaporate overnight and the residual mixture was filtered. The solvent was evaporated from the filtrate and the residual oil was distilled to yield vinyl 3-(4-pyridyl)-prop-1-yl ether (61 gms, 75% conversion); b.p. 90°-96° C/1 mm Hg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04048180 |
|---|
| Source dataset | uspto-grants-1977_09 |
|---|
| ORD ID | ord-a919e8aa37684855abdf321ae3da9626 |
|---|
| Source note | uspto-grants-1977_09 |
|---|