HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2-(3,4,5-trimethoxyphenyloxy)-acetoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | 3,4,5-Trimethoxyphenol | HCID 69505 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-(3,4,5-trimethoxyphenyloxy)-acetoacetate | HCID 21891584 | — |
Reaction Steps
3,4,5-Trimethoxyphenol (5,83 g) was dissolved in DMF (60 mL), and potassium tert-butoxide (3.55 g) was added to the solution under ice cooling. Ethyl 2-chloroaceto-acetate (4.46 mL) was then added, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was heated to 80° C. and stirred for 2 hours. After allowing the reaction mixture to cool, water was added to the reaction mixture to conduct extraction with ethyl acetate. The resultant organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane 1:3) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632810B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-5a4a12e6683a4c98ae366d1fbe20d23a |
| Source note | uspto-grants-2003_10 |