HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57521Erstellt: 24. Oktober 2026
Sodium hydride → 2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/de/reaction/57521
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Edukt | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 2734624 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-(4-(2-Methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 68465443 | 60,1% |
Reaktionsschritte
To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (150 mg, 0.682 mmol) in DMF (5 mL) was added 60% NaH (136 mg, 3.41 mmol) and 2-bromoethyl methyl ether (0.13 mL, 1.363 mmol). The resulting solution was stirred at 50° C. overnight, cooled to ambient temperature, quenched with water, and extracted with EtOAc. The combined extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography to give the title compound (114 mg, 60% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434726B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-54b3315cffc04387a3fc58752d298f1b |
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| Quellennotiz | uspto-grants-2016_09 |
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