Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorine monoxide | HCID 24646 | — |
| Reactant | HCID 69428138 | HCID 69428138 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 22930735 | HCID 22930735 | 75% |
Reaction Steps
A mixture of methyl 3-(2-oxo-4-phenyloxazolin-5-yl)propionate (3.00 g), pyridine (0.98 ml) and phosphoric oxychloride (7.62 g) was stirred at 105° C. for 2 hrs. The reaction mixture was slowly poured into ice water and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained residue was subjected to silica gel column chromatography, and methyl 3-(2-chloro-4-phenyl-5-oxazolyl)propionate (2.40 g, yield 75%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (1:7, 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-3f61688add4e467787d3bbf2db8c4029 |
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| Source note | uspto-grants-2007_07 |
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