HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamide → 2-(3-Chloro-8-dimethylaminomethyl-naphthalen-2-yl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | (3-Chloro-8-dimethylaminomethyl-naphthalen-2-yl)-acetonitrile | HCID 66882331 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-Chloro-8-dimethylaminomethyl-naphthalen-2-yl)-acetamide | HCID 66882550 | — |
Reaction Steps
Palladium(II)-chloride (4.3 mg, 0.024 mmol, 0.1 equiv) and acetamide (60 mg, 1.0 mmol, 4.2 equiv) were added to a solution of (3-chloro-8-dimethylaminomethyl-naphthalen-2-yl)-acetonitrile in THF (0.75 ml) and water (0.25 ml). After 18 hours at room temperature, the reaction mixture was adsorbed on silica gel, concentrated to dryness, and purified via two flash columns. Since purification on silica gel failed to remove unreacted acetamide, the resulting mixture was used directly in the next step. MS (ES+): 277 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07781438B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-95143d33dd0542728045f23e38c89a27 |
| Source note | uspto-grants-2010_08 |