HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Aminocyclohexanecarboxylic acid → 1-[(2-Oxo-2H-pyran-5-carbonyl)amino]cyclohexane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Aminocyclohexanecarboxylic acid | HCID 1366 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 71736442 | HCID 71736442 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[(2-Oxo-2H-pyran-5-carbonyl)amino]cyclohexane-1-carboxylic acid | HCID 24697415 | 60% |
Reaction Steps
2.37 g (10 mmol) of 5-coumarincarboxylic acid N-hydroxysuccineimide ester and a solution of 1.43 g (10 mmol) of 1-aminocyclohexanecarboxylic acid and 3.04 g (30 mmol) of triethylamine in 20 ml of dimethylformamide were stirred overnight. Ethyl acetate was added to the reaction solution, and the mixture was washed with a 10% aqueous potassium hydrogensulfate solution and then saturated brine. After it was dried with anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain 1.42 g (60%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785631B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-af6b91d02d9046488a430ec046b58bfc |
| Source note | uspto-grants-2014_07 |