HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 77230289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hexyne | HCID 12732 | — |
| Reactant | 3-iodo-4-methoxybenzaldehyde | HCID 1494376 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 77230289 | HCID 77230289 | 95% |
Reaction Steps
A mixture of 3-iodo-4-methoxybenzaldehyde (5.2 g, 20 mmol), tetrakis(triphenylphosphine)palladium (0.29 g), Cul (0.38 g, 2 mmol) and triethylamine (5 ml) in THF (25 ml) is cooled to +10° C., and 1-hexyne (3.5 ml, 30.5 mmol) is then added. The cooling bath is removed, and the temperature of the reaction mixture rises slowly to +30° C. before decreasing slowly. 3 hours after the end of the addition, the crude reaction product is concentrated to dryness, and the residue obtained is purified by flash chromatography on silica (15/85 ethyl acetate/heptane). 4.1 g (yield: 95%) of the expected product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482484B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-ce6153a227f2452ca5e9ca7e8f312dc4 |
| Source note | uspto-grants-2009_01 |