HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 1-((tert-butoxycarbonyl)amino)-4-oxocyclohexanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(((Tert-butoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid | HCID 24729768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 1-((tert-butoxycarbonyl)amino)-4-oxocyclohexanecarboxylate | HCID 57190358 | — |
Reaction Steps
3.90 g potassium carbonate and 1.30 ml methyl iodide are added to 4.65 g 1-tert.-butoxycarbonylamino-4-oxo-cyclohexanecarboxylic acid in 45 ml N,N-dimethylformamide and the reaction mixture is stirred for three hours at ambient temperature. Then the solvent is distilled off using the rotary evaporator and the residue is divided between 10% potassium carbonate solution and diethyl ether. The aqueous phase is separated off and extracted with diethyl ether and the combined organic phases are washed with saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. A colourless oil is left, which slowly crystallises.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497369B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-ff9796a59a6f44e39b2b85b0fa8022bb |
| Source note | uspto-grants-2013_07 |