Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methallyl alcohol | HCID 10557 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-(2-Butynyloxy)-6-chloropyrimidine | HCID 12137602 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 17979076 | HCID 17979076 | 31.4% |
Reaction Steps
In 4 ml of tetrahydrofuran was suspended 0.11 g of sodium hydride (60% in oil), to which 0.5 ml of a solution containing 0.16 g of 2-methyl-2-propenol in tetrahydrofuran was added dropwise at 0° C., followed by stirring for 10 minutes. To this was added dropwise 0.5 ml of a solution containing 0.4 g of 4-(2-butynyloxy)-6-chloropyrimidine in tetrahydrofuran, followed by stirring at the same temperature for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.15 g of 4-(2-butynyloxy)-6-(2-methylallyloxy)pyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07223769B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-689b470323ad4439ad2f11b1d517daa9 |
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| Source note | uspto-grants-2007_05 |
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