Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 2-(Chloromethyl)-α-oxobenzeneacetamide | HCID 10921493 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 19350201 | HCID 19350201 | 68.6% |
Reaction Steps
A mixture of 2-(2-chloromethylphenyl)-2-oxoacetamide (3.41 g), potassium acetate (2.03 g), potassium iodide (0.14 g) and N,N-dimethylformamide (35 ml) was stirred at room temperature for 24 hours. To the reaction mixture was added a mixed solution (about 300 ml) of ethyl acetate and ether in a mixing ratio of about 1:1. The mixture was washed with water twice and saturated brine once. The resulting organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain the crude product (3.55 g). The crude product was recrystallized from ethyl acetate-hexane, the resulting mother liquor was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2) to give the title compound (2.62 g in total, yield: 68.6%, white crystals).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06037495 |
|---|
| Source dataset | uspto-grants-2000_03 |
|---|
| ORD ID | ord-59520b2630af4c52a7c770f789c5b406 |
|---|
| Source note | uspto-grants-2000_03 |
|---|