Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Edukt | Ethyl acetate hexane | HCID 21226206 | — |
| Produkt | HCID 178487771 | HCID 178487771 | — |
Reaktionsschritte
A solution of carbonyl diimidazole (1.07 g, 6.57 mmol) in anhydrous THF (8 ml) was added to a stirred boiling solution of the hydroxamic acid (602 mg, 3.29 mmol) in THF (6 ml). The resulting solution was heated at reflux for approx. 8-10 hours, then allowed to cool to room temperature and stirred overnight under an argon atmosphere. Thin layer chromatography (tlc) (silica; 1:1 hexane/ethyl acetate) showed minimal starting material and new non polar material. The solution was evaporated on a rotary evaporator to give an orange colored oil. Water (6 ml) was added, and contents cooled (ice bath) and acidified to pH 2 with concentrated hydrochloric acid. The crude, damp 3-hydroxy-6-methoxy-1,2-benzisoxazole precipitated as a cream orange solid (645 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07951955B2 |
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| Quelldatensatz | uspto-grants-2011_05 |
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| ORD ID | ord-b2c72d53edc04bb18924c02704202460 |
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| Quellennotiz | uspto-grants-2011_05 |
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