Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 2,4-Difluoroacetophenone | HCID 67770 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 4-(3-(triisopropylsilylthio)phenyl)tetrahydro-2H-pyran-4-carboxamide | HCID 56601410 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | HCID 59424843 | HCID 59424843 | — |
Reaktionsschritte
2,4-Difluoroacetophenone (0.40 g, 2.54 mmols), 4-{3-[(triisopropylsilyl)thio]phenyl}-tetra-hydro-2H-pyran-4-carboxamide (1.0 g, 2.54 mmols), tetrabutylammonium fluoride (0.66 g, 2.54 mmols), and potassium tert-butoxide (1.0 M in THF, 2.54 ml, 2.54 mmols) were added to anhydrous toluene (10 ml). The mixture was warmed to 90 degrees Celcius and stirred for 4 hours. After cooling to room temperature, ethyl acetate was added (100 ml) along with 1.0 N HCl (6 ml). The mixture was then stirred for 30 minutes and a beige precipate was collected by suction filtration. The crude product was purified further on silica gel eluting with a 70:30 mixture of methylene chloride and acetone. The appropriate fractions were concentrated to a light brown solid, (0.61 g, 64%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07772269B2 |
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| Quelldatensatz | uspto-grants-2010_08 |
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| ORD ID | ord-5657c0da012f435683a36db2faaed799 |
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| Quellennotiz | uspto-grants-2010_08 |
|---|