HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66981141, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Heptane | HCID 8900 | — |
| Reactant | 1-Pentyne | HCID 12309 | — |
| Reactant | HCID 66981011 | HCID 66981011 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Triphenylphosphine palladium dichloride | HCID 13169693 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66981141 | HCID 66981141 | 99.9% |
Reaction Steps
A solution of 1-(5-bromobenzo[d][1,3]dioxol-2-yl)ethanone (4.13 g), copper (I) iodide (0.16 g), pent-1-yne (2.32 g), triphenylphosphine palladium chloride (1.19 g) and triethylamine (7 ml) in acetonitrile (40 ml) was stirred overnight at 50° C. Then 100 ml of heptane were added and the organic layer was washed successively with a 2M HCl solution and three times with water, dried over MgSO4 and concentrated. The crude reaction mixture was purified by flash chromatography on silica gel (eluant heptane/ethyl acetate 97/3) to give 3.91 g (22%) of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382500B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-a5b7368ccf7344c1941c5d55b10c96e9 |
| Source note | uspto-grants-2016_07 |