Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-Hydroxyphenylacetate | HCID 39129 | — |
| Reactant | HCID 17861276 | HCID 17861276 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68883401 | HCID 68883401 | — |
Reaction Steps
A mixture of 4-(5-chloromethyl-2-methoxyphenoxymethyl)-5-methyl-2-phenyloxazole (400 mg), methyl 3-hydroxyphenylacetate (195 mg), potassium carbonate (320 mg) and N,N-dimethylformamide (10 mL) was stirred at 90° C. for 2 hrs. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give crystals of methyl 3-[4-methoxy-3-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]phenylacetate from a fraction eluted with ethyl acetate-hexane (1:3, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals (470 mg, 85%). melting point: 88-89° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238716B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-224e8ef3938042b09baf56f76dd1ef1c |
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| Source note | uspto-grants-2007_07 |
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