HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 4-(2',6'-Dimethoxyphenyl)-2-nitrobenzyl alcohol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Tricyclohexylphosphine | HCID 75806 | — |
| Edukt | 4-Chloro-2-nitrobenzyl alcohol | HCID 89956 | — |
| Edukt | (2,6-Dimethoxyphenyl)boronic acid | HCID 2734343 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-(2',6'-Dimethoxyphenyl)-2-nitrobenzyl alcohol | HCID 70056006 | — |
Reaktionsschritte
A mixture of 5.0 g (26.7 mmol) of 2-nitro-4-chlorobenzyl alcohol, 6.33 g (34.8 mmol) of 2,6-dimethoxybenzene boronic acid, 0.73 g (0.80 mmol) of Pd2dba3, 11.3 g (34.8 mmol) of Cs2CO3, and 0.45 g (1.60 mmol) of Cy3P was dissolved in 100 mL of dioxane and warmed to reflux for 18 h. The reaction mixture was cooled, filtered through a pad of silica gel which was washed with Et2O and concentrated. The residue was purified by flash column chromatography on silica gel eluted with a gradient of 25-50% Et2O in hexanes and gave 4-(2′,6′-dimethoxyphenyl)-2-nitrobenzyl alcohol as a pale yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06403584B1 |
| Quelldatensatz | uspto-grants-2002_06 |
| ORD ID | ord-8bf5fae181a84a2da0e6ddfa8142ed82 |
| Quellennotiz | uspto-grants-2002_06 |