HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene → N-oct-3-en-2-ylmorpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene | HCID 6325 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | cis-1-Bromo-1-hexene | HCID 6090885 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-oct-2-en-4-ylmorpholine | HCID 3786404 | 8% |
| Product | N-oct-3-en-2-ylmorpholine | HCID 3850183 | 84% |
| Product | 1,cis-3-Octadiene | HCID 5462700 | 5% |
Reaction Steps
A mixture of 10 mmoles cis-1-bromo-1-hexene, 30 mmoles morpholine, 4 ml of acetonitrile, 0.10 mmole palladium acetate and 0.20 mmole of tri-o-tolylphosphine was heated in a pressure vessel under 200 psig of ethylene at 100° C. for 2 hrs. After cooling, the pressure was released and the reaction products were isolated as in Example 1. There was obtained about 5% cis-1,3-octadiene, 84% N-oct-3-en-2-ylmorpholine and 8% N-oct-2-en-4-ylmorpholine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04175187 |
| Source dataset | uspto-grants-1979_11 |
| ORD ID | ord-9df9a5f124e640b991f8959aab202169 |
| Source note | uspto-grants-1979_11 |