HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 2-Chloro-4-(4-fluorobenzyloxy)pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 4-Fluorobenzylic alcohol | HCID 68022 | — |
| Edukt | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-Chloro-4-(4-fluorobenzyloxy)pyrimidine | HCID 86070730 | 68% |
Reaktionsschritte
n-Butyl lithium (2.6 M n-hexane solution, 10.1 mL) was added to tetrahydrofuran solution (12 mL) of 4-fluorobenzyl alcohol (3.08 mL) at −78° C., and stirred at the same temperature for 30 minutes. This reaction liquid was gradually added to tetrahydrofuran suspension (24 mL) of 2,4-dichloropyrimidine (4.0 g) and stirred at room temperature for 2 hours. After addition of water, the reaction liquid was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was crystallized from mixed solvent of chloroform and hexane to provide the title compound (4.36 g, 68%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732456B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-ab4bf3d2c4494cc991525056ab6da85b |
| Quellennotiz | uspto-grants-2010_06 |