Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18367251 | HCID 18367251 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18367258 | HCID 18367258 | 101.7% |
Reaction Steps
A solution of 1-(3-hydroxybenzyl)-5-(4,5-diphenyloxazol-2-yl)pyrrolidin-2-one (0.13 g), ethyl bromoacetate (0.21 g), potassium carbonate (99 mg) and potassium iodide (catalytic amount) in acetonitrile (10 ml) was refluxed for 9 hours. The reaction mixture was partitioned between ethyl acetate and brine. The organic layer was washed with brine. The dried solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel to give 1-(3-ethoxycarbonylmethoxybenzyl)-5-(4,5-diphenyloxazol-2-yl)pyrrolidin-2-one (0.16 g). MS (m/z): 497 (M+ +1) NMR (CDCl3, δ): 1.28 (3H, t, J=7.1 Hz), 2.20-2.96 (4H, m), 4.23 (2H, q, J=7.1 Hz), 4.38 (1H, d, J=14.7 Hz), 4.43 (2H, s), 4.70 (1H, d, J=14.7 Hz), 4.76 (1H, m), 6.70-6.87 (3H, m), 7.15 (1H, t, J=7.8 Hz), 7.33-7.56 (6H, m), 7.57-7.61 (4H, m)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05972965 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-aa71b55c671e4c898b7086930f35e967 |
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| Source note | uspto-grants-1999_10 |
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