Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-Formylsalicylate | HCID 14363598 | — |
| Reactant | 4-(Chloromethyl)-2-(furan-2-yl)-5-methyl-1,3-oxazole | HCID 22344582 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23076605 | HCID 23076605 | 91.5% |
Reaction Steps
A mixture of 4-chloromethyl-2-(2-furyl)-5-methyl-1,3-oxazole (7.13 g), potassium carbonate (3.84 g), methyl 5-formyl-2-hydroxybenzoate (5.0 g) and N,N-dimethylformamide (100 mL) was stirred at 90° C. for 15 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration to give methyl 5-formyl-2-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoate as pale-brown crystals (8.67 g, 91%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 121-122° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07368578B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-adcdadc550824a218ba88f9f2839d395 |
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| Source note | uspto-grants-2008_05 |
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