Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Ethyl 2-(4-chlorobenzyl)acetoacetate | HCID 2757404 | — |
| Reactant | Methyl (3-amino-4-chlorophenyl)acetate | HCID 21920780 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68780709 | HCID 68780709 | — |
Reaction Steps
A mixture of (3-amino-4-chlorophenyl)acetic acid methyl ester (1.0 g), 2-(4-chlorobenzyl)-3-oxobutyric acid ethyl ester (1.3 g), polyphosphoric acid (5 mL) and dioxane (10 mL) was heated at 130° C. for 1.5 hours. The mixture was diluted with water and the pH of this solution adjusted to 3 by the addition of sodium acetate. The resulting precipitate was collected by filtration and purified by column chromatography on silica gel, eluting with a mixture of dichloromethane, ethyl acetate and methanol (1:0:0 to 10:1:0 to 1:1:0 to 20:0:1 and 0:0:1 by volume) to afford title compound, 0.60 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858640B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-77d77050a8f1424e9abb196a83739cb4 |
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| Source note | uspto-grants-2010_12 |
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