HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 20205106, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | Sesamol | HCID 68289 | — |
| Reactant | Hydride | HCID 166653 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20205106 | HCID 20205106 | 52.2% |
Reaction Steps
In 1 L DMF, sodiul hydride (8.7 g, 0.36 mole, 1 eq.) was added under N2 at room temperature. Then sesamol (50 g, 0.36 mole) was added portionwise to the reaction mixture and stirred 20 minutes at room temperature. Ethyl 2-chloroacetoacetate (59.6 g, 1 eq.) was added slowly and the mixture was heated to 100° C. using an oil bath for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate, dried over magnesium sulfate and evaporated. The residue was flash chromatographed using hexane ethyl acetate 10%, to give: 50 g (52% yield) of ethyl 2-(3,4-methylenedioxyphenoxy)acetoacetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04663347 |
| Source dataset | uspto-grants-1987_05 |
| ORD ID | ord-b08cd9fc528e4bc3abe8944b6c7f32cb |
| Source note | uspto-grants-1987_05 |