HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-3-iodobenzene → HCID 57493831, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-3-iodobenzene | HCID 12269 | — |
| Reactant | 3,3-Diethoxypropyne | HCID 66285 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57493831 | HCID 57493831 | 100% |
Reaction Steps
A mixture of 1-chloro-3-iodobenzene (4 g, 16.8 mmol), propargylaldehyde diethyl acetal (2.66 mL, 18.5 mmol), bis(trifenilphosphine)palladium(II)dichloride (295 mg, 0.42 mmol), cuprous iodide (160 mg, 0.84 mmol) and triethylamine (60 mL) was stirred at r.t. for 3 h. After 4 h, the reaction mixture was quenched with H2O, extracted with EtOAc, which was washed with brine, dried over Na2SO4, and evaporated to dryness in vacuo. The residue was purified by automated flash chromatography (Horizon®TM-Biotage; Petroleum Ether-EtOAc 97:3) to give 4 g of the title compound as a fluid yellowish oil. Yield: 100%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-fe2523f367874c3b91265fd972433d10 |
| Source note | uspto-grants-2013_11 |