Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Difluorobenzonitrile | HCID 74695 | — |
| Reactant | (5-Methyl-1,2-oxazol-3-yl)methanol | HCID 2736567 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 28782266 | HCID 28782266 | 63% |
Reaction Steps
To a mixture of 60% sodium hydride (0.164 g; 4.10 mmol) in DMF (5 mL) at 0° C. was added dropwise (5-methylisoxazol-3-yl)methanol (0.456 g; 4.00 mmol) and stirred at 0° C. for 30 minutes. The mixture was added to a solution of 2,6-difluorobenzonitrile (0.556 g, 4.00 mmol) in DMF (5 mL) at 0° C. and stirred for 18 hours at ambient temperature. The solution was poured into a mixture of ice and water. The solid was collected by filtration and dried in a 40° C. vacuum oven to yield 540 milligrams of (5-methylisoxazole-3-ylmethoxy)benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067897B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-0d708a5f3734427a98fcbc654a022adb |
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| Source note | uspto-grants-2015_06 |
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