HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)chroman-4-one | HCID 22123609 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman-4-one | HCID 15481763 | 82.2% |
Reaction Steps
7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)chroman-4-one(57.4 g, 0.167 mol) (see, Helv. Chim. Acta., 75, 2, 1992, 457-470) was dissolved in acetone(1100 ml), potassium carbonate(230 g, 1.67 mol) and methyl iodide(104 ml, 1.67 mol) were added thereto in order, and the resulting mixture was stirred for 5 days at room temperature. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer thus obtained was dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography(eluent:n-hexane/ethyl acetate=8/1, v/v) to give the title compound(49.2 g, Yield 82%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06555571B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-856da83b721047de9c4873f09d74434c |
| Source note | uspto-grants-2003_04 |