HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl 4-iodobenzoate → Ethyl 4-[4-(1-methoxycyclopropyl)-phenylethynyl]-benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl 4-iodobenzoate | HCID 142891 | — |
| Edukt | 4-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-yl-ethynyl)-benzoic acid ethyl ester | HCID 69548878 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | Ethyl 4-[4-(1-methoxycyclopropyl)-phenylethynyl]-benzoate | HCID 22568838 | 90% |
Reaktionsschritte
Using General Procedure F; 1-ethynyl-4-(1-methoxycyclopropyl)-benzene (Intermediate 61, 100.0 mg, 0.47 mmol) and ethyl-4-iodo benzoate (Reagent A, 141.0 mg, 0.51 mmol) in triethyl amine (6 mL) was treated with copper(I)iodide (30.0 mg, 0.16 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (109 mg, 0.16 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-5% EtOAc—hexanes) afforded 135.0 mg (90%) of the title compound as an orange solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06855512B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-53763d5dfaeb4d7d8aa20a0d93ef5d00 |
| Quellennotiz | uspto-grants-2005_02 |