HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butylamine → HCID 11024104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3,3-Dimethyl-1-butyne | HCID 13512 | — |
| Reactant | HCID 15290085 | HCID 15290085 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11024104 | HCID 11024104 | 82% |
Reaction Steps
To 10 ml tetrahydrofuran were added 1.44 g (5 mmol) of (E)-N-(3-chloro-2-propenyl)-N-ethyl-3-bromobenzylamine, 47.6 mg (0.25 mmol) of copper (I) iodide and 22.4 mg (0.1 mmol) of palladium acetate and 52.5 mg (0.2 mmol) of triphenylphosphine, and further, 1.0 ml (10 mmol) of n-butylamine and 0.74 ml (6 mmol) of tert-butylacetylene under ice cooling. The mixture was stirred for 20-hours at room temperature, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography (n-hexane→n-hexane/ethyl acetate=20/1). The desired fractions were put together and concentrated under reduced pressure to obtain 1.37 g (yield: 82%) of the above identified compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05296612 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-8e7c1a9ed43e4c2aa8ed8df2bc742b6b |
| Source note | uspto-grants-1994_03 |