HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-chloro-N-methylacetamide → HCID 66591486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-chloro-N-methylacetamide | HCID 66773 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 59596827 | HCID 59596827 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66591486 | HCID 66591486 | 65.4% |
Reaction Steps
A solution of 3.0 g (9.8 mmol) of [2-(3-benzyloxy-phenyl)-ethyl]-(furan-2-ylmethyl)amine, 15.0 g (10.7 mmol) of 2-chloro-N-methyl-acetamide and 1.87 ml (10.7 mmol) of diisopropylethylamine in 50 ml of acetonitrile was stirred under reflux for 24 hours. The solvent was removed under reduced pressure and the crude reaction mixture was purified by flash chromatography (ethyl acetate/hexane 1:1 v:v). The product isolated was dissolved in anhydrous hydrochloric acid in ethyl acetate. The solvent was removed under vacuum and the residue was triturated with diethyl ether. 2.66 g (65% yield) of the title compound were isolated as a hygroscopic solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855227B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-8a5ebfa5d96943b58119858d1d504a29 |
| Source note | uspto-grants-2010_12 |