Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 4-Hydroxyphenylglyoxylate | HCID 355 | — |
| Edukt | 2-Methoxyethanol | HCID 8019 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Methanesulfonate | HCID 85257 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | HCID 19004309 | HCID 19004309 | 44,6% |
Reaktionsschritte
A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid (0.498 g) in dimethylsulfoxide (5 mL) under argon was treated with 4N sodium hydroxide (1.5 mL), stirred for 5 minutes and treated with the mesylate prepared from 2-methoxyethanol (0.462 g) . The mixture was heated at 60° C. for 3 hours and poured into excess 1N hydrochloric acid. The product was extracted into diethyl ether (3×50 mL) and the organic layers were washed in turn with water (2×25 mL). The combined organic layers were dried (Na2SO4), filtered, and evaporated to give 0.56 g of crude product as a solid. Crystallization from ethyl acetate-hexane provided 0.3 g of 4-[[2-(methoxy)ethyl]oxy]-alphaoxobenzeneacetic acid, mp 129°-130° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US05344843 |
|---|
| Quelldatensatz | uspto-grants-1994_09 |
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| ORD ID | ord-14f8fd80fc5047689740c8e8375a53e9 |
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| Quellennotiz | uspto-grants-1994_09 |
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