HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → (E)-N-methyl-6,6-dimethyl-2-hepten-4-ynylamine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3,3-Dimethyl-1-butyne | HCID 13512 | — |
| Reactant | 1,3-Dichloropropene | HCID 24883 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (E)-N-methyl-6,6-dimethyl-2-hepten-4-ynylamine hydrochloride | HCID 19917487 | 70% |
Reaction Steps
By using 104 ml (3.02 mol) of 40% methylamine aqueous solution instead of n-propylamine, 85 ml of tetrahydrofuran, 9.10 ml (98.8 mmol) of 1,3-dichloropropene (E/Z =9/1), 950 mg (5 mmol) of copper (I) iodide, 355 mg (2 mmol) of palladium chloride, 1.05 g (4 mmol) of triphenylphosphine and 15.0 ml (0.121 mol) of tert-butylacetylene, the treatment was conducted in the same manner as in Example 1 to obtain 12.9 g (yield: 70%) of the above identified compound as off-white crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05296612 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-be081e966b924843907e67a4b92e6cb2 |
| Source note | uspto-grants-1994_03 |