HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Methyl 2-((trimethylsilyl)ethynyl)benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | Methyl 4-iodobenzoate | HCID 69273 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 2-((trimethylsilyl)ethynyl)benzoate | HCID 11053512 | 100,2% |
Reaktionsschritte
20.60 g (78.61 mmol) of 4-Iodobenzoic acid methyl ester and 9.26 g (94.33 mmol) of ethynyl trimethylsilane were dissolved in 200 ml of tetrahydrofuran, and thereto 23.86 g (235.83 mmol) of triethylamine, 1.65 g (2.36 mmol) of dichloro(bistriphenylphosphine)palladium(II) and 0.45 g (2.36 mmol) of copper(I) iodide were added. The mixture was stirred at room temperature for 8 hours. At the end of reaction, added water and extracted with ethylacetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and separated by column chromatography to obtain trimethylsilylethynylbenzoic acid methyl ester 18.30 g (Yield 100%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08349885B2 |
| Quelldatensatz | uspto-grants-2013_01 |
| ORD ID | ord-a38fee4a0dc94c7694a1e30f0d4038ba |
| Quellennotiz | uspto-grants-2013_01 |