HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → ethyl 2-(2-((N-methylcarbamoyl)methyl)phenoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(2-hydroxyphenyl)-N-methylacetamide | HCID 21712311 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | ethyl 2-(2-((N-methylcarbamoyl)methyl)phenoxy)acetate | HCID 10848339 | 103% |
Reaction Steps
Potassium carbonate (2.81 g, 20.34 mmol) was given to a solution of 2-(2-hydroxyphenyl)-N-methylacetamide (3.36 g, 20.34 mmol) in acetone (150 ml). Ethyl bromoacetate (2.13 ml, 19.32 mmol) and potassium iodide (166 mg, 1.02 mmol) were added successively. The reaction mixture was heated to reflux for 6 h. It was left at room temperature for 16 h. The solid was filtered off. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (80 g), using ethyl acetate/dichloromethane (1:1) as eluent, to give 5.00 g of ethyl 2-(2-((N-methylcarbamoyl)methyl)phenoxy)acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06274584B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-88a7f8985efd4fd993c0a1b881b79067 |
| Source note | uspto-grants-2001_08 |