Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isoamylamine | HCID 7894 | — |
| Reactant | Ethyl 2-oxocyclohexanecarboxylate | HCID 95543 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57671214 | HCID 57671214 | — |
Reaction Steps
To a solution of ethyl 2-oxocyclohexanecarboxylate (3.0 mL, 17.8 mmol) in ethanol (30 mL) was added isoamylamine (2.1 mL, 17.9 mmol) at 25° C. The mixture was heated at reflux for 12 h. The reaction mixture was allowed to cool to 25° C. and concentrated in vacuo. The crude material was purified by flash column chromatography (Teledyne Isco RediSep Flash Column; 0-30% ethyl acetate in hexanes) to afford the desired product, (2-(3-methylbutylamino)-cyclohexanecarboxylic acid ethyl ester (3.23 g, 13.5 mmol, 76%), as a yellowish oil. LC-MS (ESI) calcd for C14H25NO2 239.19, found 240.3 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07582626B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-69832d48618846668494d31ffc8b51da |
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| Source note | uspto-grants-2009_09 |
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