HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1-(2-Hydroxy-4-methoxy-phenyl)-2-methyl-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(2,4-Dihydroxyphenyl)-2-methylpropan-1-one | HCID 15915731 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Hydroxy-4-methoxy-phenyl)-2-methyl-propan-1-one | HCID 68723862 | — |
Reaction Steps
The above prepared 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (1.13 g, 5.55 mmol, corrected for purity) was dissolved in 22 mL of acetonitrile and treated successively at 0° C. with iodomethane (0.36 mL, 1.05 eq.) and Cs2CO3 (1.998 g, 1.1 eq.), and the mixture then stirred over night at ambient temperature. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=95/5), delivered 0.740 g of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534788B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-7e46fa0d283c44ef827412d5e7d16e22 |
| Source note | uspto-grants-2009_05 |