HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexane → 2',4',6'-Trimethyl-3-nitro-biphenyl-2-carboxylic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hexane | HCID 8058 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | Methyl 2-Bromo-5-nitrobenzoate | HCID 245494 | — |
| Edukt | 2,4,6-Trimethylbenzeneboronic acid | HCID 292184 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 2',4',6'-Trimethyl-3-nitro-biphenyl-2-carboxylic acid methyl ester | HCID 53856335 | — |
Reaktionsschritte
Under a nitrogen atmosphere in 20 ml of anhydrous dimethoxyethane (DME) was combined 1.44 g (5.54 mmol) of methyl 2-bromo-5-nitrobenzoate 1.68 g (11.1 mmol) of cesium fluoride and 192 mg of tetrakis(triphenylphosphine)palladium(0). The reaction was stirred for 5 minutes, at which point 1.00 g (6.09) of mesitylboronic acid was added. The solution was heated to reflux for 20 hours, and was then cooled and fractionated on silica gel using 6:1 hexane: ethyl acetate (EtOAc) to afford, after concentration in vacuo and refractionation using toluene, 5.65 g (54%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06022978 |
| Quelldatensatz | uspto-grants-2000_02 |
| ORD ID | ord-43ad98a996a64243884dad4eee8f09b5 |
| Quellennotiz | uspto-grants-2000_02 |