HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-iodobenzoate → HCID 22568788, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-iodobenzoate | HCID 142891 | — |
| Reactant | (4-Ethynyl-2-methyl-phenyl)-methanol | HCID 22568989 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 22568788 | HCID 22568788 | 100.4% |
Reaction Steps
Using General Procedure F; (4-ethynyl-2-methyl-phenyl)-methanol (Intermediate 136, 100.0 mg, 0.44 mmol) and ethyl-4-iodo benzoate (Reagent A, 125.0 mg, 0.45 mmol) in triethyl amine (4 mL) was treated with copper(I)iodide (29 mg, 0.15 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (102 mg, 0.15 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (20-40% EtOAc-hexanes) afforded 130.0 mg (99%) of the title compound as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06380256B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-4a2d907283f04df48fab8c979888cfac |
| Source note | uspto-grants-2002_04 |