Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | 1-[2-(4-Chlorophenyl)-2-oxoethyl] 4-ethyl butanedioate | HCID 53921883 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 54285037 | HCID 54285037 | 31.3% |
Reaction Steps
A mixture of 2-(4-chlorophenyl)-2-oxoethyl ethyl succinate (7.6 g), ammonium acetate (9.8 g) and acetic acid (80 ml) was stirred for an hour at 110° C. and refluxed for 2 hours. The solvent was distilled off. The residue was diluted with water, made basic by addition of aqueous sodium hydrogen carbonate solution and then extracted with ethyl acetate. The ethyl acetate layer was washed with water, and dried over MgSO4. After removal of the solvent, the oily residue was subjected to a silica gel column chromatography. Crystals of ethyl 4-(4-chlorophenyl)-2-oxazolepropionate (2.23 g, 31%) were obtained from the fraction eluted with ethyl acetate-hexane (1:3, V/V). Recrystallization from ethyl acetate-hexane gave colorless plate crystals of mp 65°-66° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05239080 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-ba655258c8384add8dbf8f5c3d8ff282 |
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| Source note | uspto-grants-1993_08 |
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