HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-[2-(tert-Butoxycarbonylmethylamino)ethyl]-N-methylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59921864 | HCID 59921864 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(tert-Butoxycarbonylmethylamino)ethyl]-N-methylacetamide | HCID 86630858 | 100% |
Reaction Steps
Under nitrogen atmosphere, acetic anhydride (1.16 ml, 12.3 mmol) and triethylamine (2.28 ml, 16.4 mmol) were added to a dichloromethane (41 ml) solution of [2-(tert-butoxycarbonylmethylamino)ethyl]methylamine (I-202) (1.54 g, 8.18 mmol) with cooling with ice, followed by stirring at room temperature for 15 hours. The solvent was evaporated away under reduced pressure, then the resulting residue was subjected to silica gel column chromatography, and the eluate with dichloromethane/methanol (10:1, v/v) gave the entitled compound (1.88 g, 100%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737166B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-422600918c5448baa5b1af786fee5d8d |
| Source note | uspto-grants-2010_06 |