Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Ethyl 2-oxo-4-(trifluoromethyl)-2,3-dihydro-1,3-oxazole-5-carboxylate | HCID 13070077 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14457169 | HCID 14457169 | 56.3% |
Reaction Steps
5.4 ml of diethyl azodicarboxylate were added at 10 C to a solution of 7 g of ethyl 2,3-dihydro-2-oxo-4-trifluoromethyl-oxazol-5-carboxylate [prepared as in Patent No. EP 027,020], 70 ml of tetrahydrofuran, 8.15 g of triphenylphosphine and 3.3 ml of propargyl alcohol and the mixture was stirred for one hour at 20° C. The mixture was poured into water and was extracted with ethyl acetate, dried, filtered and concentrated. The residue was chromatographed on silica and eluted with a hexaneethyl acetate mixture (85-15) to obtain 4.6 g of the expected product melting at 72° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05008281 |
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| Source dataset | uspto-grants-1991_04 |
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| ORD ID | ord-9c4ffb0e00cb4c07a35144202d5cda7e |
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| Source note | uspto-grants-1991_04 |
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