Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 11728394 | HCID 11728394 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11101724 | HCID 11101724 | 91% |
Reaction Steps
A mixture of 4-[4-[2-(2-furyl)-5-methyl-4-oxazolyl methoxy]-3-methoxyphenyl]butanoic acid (106 g), isopropyl iodide (58.2 g), potassium carbonate (47.3 g) and N,N-dimethylformamide (DMF) (100 ml) was stirred for 4 hours at temperatures ranging from 65 to 70° C. The reaction mixture was poured into ice-water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4) and then concentrated. The concentrate was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate-hexane (1:2), was obtained isopropyl 4-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxyphenyl]butanoate (107 g, 91%), which was recrystallized from acetone-hexane to give colorless needles, m.p.45-46° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05932601 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-26ca0fd5105b47feba5a64bf30fc3709 |
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| Source note | uspto-grants-1999_08 |
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