HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → N-(tert-Butoxycarbonyl)-N'-methylethylenediamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-BOC-ethylenediamine | HCID 187201 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(tert-Butoxycarbonyl)-N'-methylethylenediamine | HCID 3435744 | — |
Reaction Steps
To a solution of (2-amino-ethyl)-carbamic acid-tert-butyl ester (5 g) and triethylamine (6.5 ml) in tetrahydrofuran (1000 ml) at 0° C. was added methyliodide (1.94 ml) dropwise over a period of 1 hour. The mixture was allowed to warm to ambient temperature and stirred for 72 hours before removal of solvents by evaporation. The residue was partitioned between ethyl acetate and water. The organic layer was separated, dried (MgSO4) and solvent removed by evaporation to give the title compound (3.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903085B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-499fb470ffe7411c96892cf2a8e76613 |
| Source note | uspto-grants-2005_06 |