Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)pyridinium chloride | HCID 74570 | — |
| Reactant | 5-tert-Butylsalicylaldehyde | HCID 1475090 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86680829 | HCID 86680829 | 68.1% |
Reaction Steps
A mixture of 0.50 g of 5-tert-butyl-2-hydroxybenzaldehyde, 0.48 g of 4-(chloromethyl)pyridine hydrochloride, 0.78 g of potassium carbonate, 0.49 g of potassium iodide and 10 ml of DMF was stirred at 80° C. for 2 hours. Subsequently, 0.78 g of potassium carbonate was added to the reaction mixture, and the mixture was stirred at 150° C. for 8 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the precipitated solid was collected by filtration. This solid was dissolved in ethyl acetate. The organic layer was washed with water and saturated brine and dried over sodium sulfate, then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.48 g of 4-(5-tert-butylbenzofuran-2-yl)pyridine (hereinafter, referred to as “Present Active Compound 1”).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796306B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-d9ccbf602cb541c6b18a461d9d461786 |
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| Source note | uspto-grants-2014_08 |
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