Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-bromobutyrate | HCID 76300 | — |
| Reactant | p-Aminophenylacetic acid ethyl ester | HCID 225219 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21072939 | HCID 21072939 | 74.4% |
Reaction Steps
A mixture of ethyl 4-aminophenylacetate (2.0 g, 11 mmols), ethyl 4-bromobutanoate (8.7 g, 45 mmols), potassium carbonate (2.3 g, 17 mmols) and N,N-dimethylformamide (50 ml) was stirred at 60° C. for 24 hours. The reaction mixture was cooled, then poured into water, and extracted with ethyl acetate. The extract was washed with water and brine, and then dried with anhydrous magnesium sulfate. This was concentrated under reduced pressure, and the residue was purified through silica gel column chromatography to give an oil of ethyl 4-[4-(ethoxycarbonylmethyl)phenyl]aminobutanoate (2.4 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07160887B1 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-73e8f52875e64d0fbdecb4a1a216ce93 |
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| Source note | uspto-grants-2007_01 |
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