Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | HCID 54027933 | HCID 54027933 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | HCID 53664641 | HCID 53664641 | 35% |
Reaction Steps
Benzhydryl 2-(3-phenoxyacetamido-2-oxoazetidin-1-yl)-3-methyl-2-butenoate (100 mg) was dissolved in a mixture of 2 ml of anisole and 1 ml of trifluoroacetic acid at 0°. After 10 minutes 50 ml of hexane was added. The residue obtained by evaporating the solution in vacuo to dryness was taken up in ethyl acetate and the resulting solution was layered with water. After the pH of the aqueous layer was adjusted to 8.5, the aqueous layer was separated and layered with ethyl acetate. The pH of the aqueous layer was then adjusted to 2.5. The organic layer was separated, dried and evaporated to dryness in vacuo to provide 23 mg of the title product: nmr (CDCl3) δ 1.98 (s, 3, CH3), 2.17 (s, 3, CH3), 3.60 (m, 2, C4 --H), 4.98 (m, 1, C3 --H), 4.60 (s, 2, --OCH2CO), and 7.2 (b, 5, ArH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04195021 |
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| Source dataset | uspto-grants-1980_03 |
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| ORD ID | ord-a49bb962d805441ab0af95d3355a0305 |
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| Source note | uspto-grants-1980_03 |
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