Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Nitrophenol | HCID 980 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 15315733 | HCID 15315733 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 117716329 | HCID 117716329 | 67.2% |
Reaction Steps
To a mixture of 4-nitrophenol (21.8 g) and triethylamine (33 ml) in ethyl acetate (360 ml) at 0° C. was added 2-(4-nitrophenoxy)-propionyl chloride (36 g) dropwise, and the mixture was further stirred at room temperature for 1 hour. The reaction mixture was filtered to remove the salts, washed with 5% sodium bicarbonate, followed by water, and the ethyl acetate layer was dried over anhydrous sodium sulphate. The solvent was distilled off under vacuum and the compound was precipitated by adding cold methanol. Filtration and drying gave pure 2-(4-nitrophenoxy)-propionic acid-4-nitrophenyl ester (35 g) as white powder. The product had a melting point of 136-139° C., with a purity of 99%. The product was characterized by 1H NMR (CDCl3) δ 1.85 (d, 3H, CH3), 5.15 (q, 1H, CH), 7.05 (d, 2H, Ar), 7.28 (d, 2H, Ar), 8.30 (m, 4H, Ar).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901347B1 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-d134fcdaab994f6abb902da256862459 |
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| Source note | uspto-grants-2014_12 |
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