Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-Benzylglycine ethyl ester | HCID 80908 | — |
| Reactant | Ethyl 5-bromovalerate | HCID 84580 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18447315 | HCID 18447315 | 37.7% |
Reaction Steps
Under a nitrogen atmosphere, triethylamine (1.73 ml, 0.01243 mol) and ethyl 5-bromovalerate (1.72 ml, 0.0109 mol) were added to a solution of N-benzylglycine ethyl ester (2.0 g, 0.0103 mol) in acetonitrile (40 ml) at room temperature, and the resulting mixture was heated at 60° C. After 1 hour, the mixture was refluxed. After 9 hours, the mixture was concentrated under reduced pressure, and the resulting residue was extracted with water (200 ml) and ethyl acetate (200 ml×2) and the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain ethyl 5-[benzyl(2-ethoxy-2-oxoethyl)amino]pentanoate (1.2473 g, 37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07199147B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-2cd13afa9d724b599b14fa8e07ee5020 |
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| Source note | uspto-grants-2007_04 |
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