Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)-5-methyl-2-phenyl-1,3-oxazole | HCID 9794289 | — |
| Reactant | HCID 22930761 | HCID 22930761 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69428798 | HCID 69428798 | 91.3% |
Reaction Steps
A mixture of methyl 3-[2-(4-hydroxyphenylthio)-4-phenyl-5-oxazolyl]propionate (450 mg), 4-chloromethyl-5-methyl-2-phenyloxazole (263 mg), potassium carbonate (351 mg) and N,N-dimethylformamide (5 ml) was stirred at 50° C. for 3 hrs. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and methyl 3-[2-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenylthio]-4-phenyl-5-oxazolyl]propionate (609 mg, yield 91%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (1:4, volume ratio).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07241785B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-0bef7d33bc5f4b629ce97ca94a2f6c05 |
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| Source note | uspto-grants-2007_07 |
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