Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 721433 | HCID 721433 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69729781 | HCID 69729781 | 48.7% |
Reaction Steps
A mixture of methyl bromoacetate (0.230 g, 1.93 mmol), Cs2CO3 (0.525 g, 1.60 mmol), and N-(3-hydroxy-phenyl)-3-phenyl-acrylamide (1/91) (0.370 g, 1.55 mmol) in acetonitrile (5 ml) was stirred at 45° C. for 3 hours. The reaction mixture was evaporated and the residue was partitioned between ethyl acetate and 0.1N KHSO4. The organic layer was washed successively with water, brine, and dried (Na2SO4). The solvent was evaporated and the residue was chromatographed silicagel with chloroform-ethyl acetate (10:1) as eluent to give the title compound 8 (0.235 g, 48%). 1H NMR (CDCl3, HMDSO) δ: 3.75 (3H, s); 4.62 (2H, s); 6.53 (1H, d, J=15.6 Hz); 6.68 (1H, t, J=2.0 Hz); 7.01-7.60 (9H, m); 7.71 (1H, d, J=15.6 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06960685B2 |
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| Source dataset | uspto-grants-2005_11 |
|---|
| ORD ID | ord-23c9b2e5ffd44928b7da9c4e69a3cb86 |
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| Source note | uspto-grants-2005_11 |
|---|