HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethyl orthoacetate → 7-Cyano-2-methyl-4-nitrobenzoxazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethyl orthoacetate | HCID 66221 | — |
| Edukt | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Edukt | 2-Amino-4-cyano-3-hydroxynitrobenzene | HCID 21875462 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 7-Cyano-2-methyl-4-nitrobenzoxazole | HCID 21875286 | 70,3% |
Reaktionsschritte
To a solution of 11A (0.2 g, 1.12 mmol) in xylene (6 mL) was added triethyl orthoacetate (0.62 mL, 3.35 mmol) and pyridinium p-toluenesulfonate (0.04 g, 1.12 mmol). The mixture was refluxed for 3 h, then allowed to cool to rt and partitioned between H2O and EtOAc. The separated EtOAc layer was concentrated under reduced pressure and the residue was chromatographed eluting with 20% EtOAc in hexane to afford compound 11B (0.16 g) as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07405234B2 |
| Quelldatensatz | uspto-grants-2008_07 |
| ORD ID | ord-d9f822981e614845ae0f0cd016e261e2 |
| Quellennotiz | uspto-grants-2008_07 |