HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butylamine → HCID 15290088, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | 2-Methyl-3-butyn-2-ol | HCID 8258 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-((Ethylamino)methyl)phenol | HCID 10057688 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15290088 | HCID 15290088 | 78% |
Reaction Steps
To 7.5 ml tetrahydrofuran were added 1.13 g (5 mmol) of (E)-N-(3-chloro-2-pentenyl-).-N-ethyl-3-hydroxybenzylamine, 4.76 mg (0.25 mmol) of copper (I) iodide, 18.0 mg (0.1 mmol) of palladium chloride and 52.5 mg (0.2 mmol) of triphenylphosphine, and further, 0.99 ml (10 mmol) of n-butylamine and 0.58 ml (6 mmol) of 3 -methyl-1-butyne-3-ol under ice cooling. The mixture was stirred for 20 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the residue was subjected to silica gel chromatography (n-hexane→n-hexane/ethyl acetate=3/2). The desired fractions were put together and concentrated under reduced pressure to obtain 1.07 g (yield: 78%) of the above identified compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05231183 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-ca119d25906048eb81e9d0a230020f6e |
| Source note | uspto-grants-1993_07 |