HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Methyl-2,3,5,6-tetrafluorobenzyl alcohol → 2,3,5,6-tetrafluoro-4-methylbenzyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Methyl-2,3,5,6-tetrafluorobenzyl alcohol | HCID 2734209 | — |
| Edukt | ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate | HCID 14718703 | — |
| Katalysator | Titanium | HCID 23963 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2,3,5,6-tetrafluoro-4-methylbenzyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate | HCID 14718864 | 46,6% |
Reaktionsschritte
A mixture of ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate (0.07 g), 2,3,5,6-tetrafluoro-4-methylbenzyl alcohol (0.1 g), titanium IV ethoxide (catalytic amount) and dry toluene (2 cm3) was heated at the reflux temperature for 10 hours. After cooling, the solvent was evaporated under reduced pressure to leave a brown gum, which was purified by preparative thin layer chromatography on 20 cm×20 cm×0.2 cm silica gel plates, eluting with dichloromethane containing 2% by volume ethyl acetate, to give the title compound (0.05 g) as an oil which solidified on standing.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04962109 |
| Quelldatensatz | uspto-grants-1990_10 |
| ORD ID | ord-491d0188b03a433490061091862b5c7e |
| Quellennotiz | uspto-grants-1990_10 |