HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromoethanol → 2-(5-(Methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(methoxymethoxy)-2-methylpyridin-4(1H)-one | HCID 66598490 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(5-(Methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol | HCID 66598677 | — |
Reaction Steps
To a solution of 5-(methoxymethoxy)-2-methylpyridin-4(1H)-one (1.28 g, 7.56 mmol) in N,N′-dimethylformamide (19 mL), potassium carbonate (2.10 g, 15.1 mmol) and 2-bromoethanol (804 μL, 11.3 mmol) were added sequentially, and the resultant mixture was stirred at 90° C. overnight. After completion of the reaction, the reaction solution was concentrated in vacuo. The obtained residue was dissolved in chloroform/methanol, solid substance was filtered, and the filtrate was concentrated in vacuo. The obtained residue was purified using column chromatography (hexane/acetone) and 2-(5-(methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol was obtained as an orange oil (900 mg, yield 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153634B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-c92aaa724a7842948e442ae386b4ad86 |
| Source note | uspto-grants-2012_04 |