HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2225661Erstellt: 26. Oktober 2026
Sodium hydride → 4-[[2-[4-(1,1'-Biphenyl)oxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester
https://huagongshe.com/reaction/2225661
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methanesulfonate | HCID 85257 | — |
| Edukt | 2-(4-Phenylphenoxy)ethanol | HCID 302963 | — |
| Edukt | Benzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl ester | HCID 3084696 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-[[2-[4-(1,1'-Biphenyl)oxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester | HCID 53881335 | 29,7% |
Reaktionsschritte
A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.724 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 15 minutes and treated with the mesylate of 2-(4-phenylphenoxy)ethanol (1.4 g). The mixture was heated at 60° C. overnight and worked up as in Example 20. The crude dichloromethane extract was purified by HPLC (dichloromethane-hexane; 4:1) and the resulting solids were crystallized from dichloromethane-diethyl ether to provide 0.45 g of 4-[[2-[4-(1,1'-biphenyl)oxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester as an 0.25 molar hydrate, mp 143°-145° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05344843 |
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| Quelldatensatz | uspto-grants-1994_09 |
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| ORD ID | ord-69de032075024fbea65339ce33ab9fd2 |
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| Quellennotiz | uspto-grants-1994_09 |
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