Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Edukt | Sodium potassium tartrate tetrahydrate | HCID 2724148 | — |
| Edukt | Trimethylaluminum | HCID 16682925 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | 5-Bromo-2-chloro-4-methylpyrimidine | HCID 20600736 | 35,1% |
Reaktionsschritte
5 g of 5-bromo-2,4-dichloropyrimidine was dissolved in 70 mL of tetrahydrofuran, and under stirring at room temperature, 15.8 g of trimethyl aluminum in 15% n-hexane and 1.77 g of tetrakis(triphenyl)phosphine were added, and stirred at 80° C., under nitrogen atmosphere for 7 hours. Under ice cooling, 70 mL of water was added little by little, followed by 46 g of potassium sodium tartrate tetrahydrate, and stirred at room temperature for 1 hour. Then the solution was extracted twice with ethyl acetate, and the resultant organic layer was washed with saturated brine. After drying over magnesium sulfate, the solvent was evaporated, and purification and isolation by silica gel column chromatography (ethyl acetate:n-hexane=1:8) were followed, to obtain 1.6 g of the title compound as a pale yellow syrup.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07429609B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-5052b8b045d549f89b0cb312ec47f62c |
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| Quellennotiz | uspto-grants-2008_09 |
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